Hiking in Williamstown. Where to begin?
We have trails for everyone: casual strolls, tough climbs, and everything in between!
Explore the map below and click on a trail for more info.
If you have a particular trail in mind, there is a complete list with corresponding numbers below.
Special thanks to the Williams Outing Club (WOC) for supplying thumbnail images and trail descriptions.
WOC publishes a comprehensive map and hiking guide of north Berkshire county. Copies of the guide can be purchased at the Williamstown Rural Lands Foundation at Sheep Hill, or on Spring Street at the Nature’s Closet and Williams Bookstore. For further information, contact Scott Lewis, the director of WOC: Scott.Lewis@Williams.edu.

Mount Greylock State Reservation
Mount Greylock is home to more than 70 miles of trails!
We've highlighted some of them, but if you're planning a hike on Massachusetts's highest peak, it's a good idea to check the Massachusetts Department of Conservation and Recreation's website for all of the options.
1. Snow Hole

Difficulty: Moderate
Distance: 2.6 miles
Blazes: None
From Petersburg Pass Scenic Area a short hike accesses beautiful views along White Rocks and the spur trails of Shepherd’s Well and Birch Brook. Farther north, the Snow Hole occasionally holds snow and ice well into summer.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.)
Follow Route 2 west to Petersburg Pass (6.2 mi.)
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area
Google Maps Directions
TRAIL DESCRIPTION
Walk north across the highway (0.0 mi.) and up a steep bank to an open shrubby area with fine views. The trail stays west of the ridgeline until you pass the Shepherd’s Well Trail on the right at 0.4 mile. Continue north into a large clearing with panoramic views, particularly from the knoll. At 1.0 mi. the Birch Brook Trail leads east to the Hopkins Memorial Forest Loop Trail. At 2.6 mi. a short path forking to the right leads to the Snow Hole.
2. Taconic Crest Trail
Difficulty: Easy - to - Difficult
Distance: 0.1 - 35 Miles
The Taconic Crest Trail runs 35 miles along the Taconic Range from Pittsfield, MA, to Petersburg, NY, at an average elevation of 2,200 feet. Hikers, mountain bikers, skiers, snowmobilers, and off-road vehicle users share what has become a wide, braided trail system.
Access from North Berkshire County includes, from north to south: Birch Brook Trail, R.R.R. Brooks and Shepherd’s Well Trails, Sara Tenney Trail, Berlin Pass Trail, Class of ’33 Trail, Phelps Trail, and Mills Hollow Trail.
TACONIC CREST TRAIL
NORTH OF PETERSBURG PASS
Difficulty: Moderate
Distances: 0.4 mile to Shepherd’s Well Trail, 1.0 mile to Birch Brook Trail, 2.6 miles to Snow Hole
Blazes: Blue diamonds on white background
From Petersburg Pass Scenic Area a short hike accesses beautiful views along White Rocks and the spur trails of Shepherd’s Well and Birch Brook. Farther north, the Snow Hole often holds snow and ice well into summer.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Take a right and follow Route 2 west to Petersburg Pass (6.2 mi.).
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area.
Google Maps Directions
TRAIL DESCRIPTION
Walk north across the highway (0.0 mi.) and up a steep bank to an open shrubby area with fine views. The trail stays west of the ridgeline until you pass the Shepherd’s Well Trail on the right at 0.4 mile. Continue north into a large clearing with panoramic views, particularly from the knoll. This first mile of trail is known as White Rocks, named after the outcroppings of white quartz vein. At 1.0 mi. the Birch Brook Trail leads east to the Hopkins Memorial Forest Loop Trail. Farther north, you enter Vermont and then return to New York following the ridge. At 2.6 mi. a short path forking to the right leads to The Snow Hole, a deep bedrock cleft that holds snow and ice well into summer and occasionally the year round. Another 4.9 mi. north the Taconic Crest Trail ends at Route 346 in North Petersburg, NY.
TACONIC CREST TRAIL
SOUTH OF PETERSBURG PASS
Difficulty: Moderate
Distances: 1.5 miles to Berlin Pass Trail, 2.7 miles to Berlin Mountain, 5.2 to Mills Hollow, 8.2 miles to Bently Hollow
Blazes: Blue diamonds on white background
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Take a right and follow Route 2 west to Petersburg Pass (6.2 mi.).
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area.
Google Maps Directions
TRAIL DESCRIPTION
From the parking area, start right (west) of the ridge (0.0 mi.) and ascend the woods road toward the crest. You will skirt west of Mt. Raimer, where a ski lift once served a small system of trails now growing over. You pass through an open area (1.0 mi.) then descend to Berlin Pass (1.5 mi.) where the Berlin Pass Trail joins from the left. Continue south through alternating woods and meadow. The summit of Berlin Mountain affords a 360 degree view (2.7 mi.). The Taconic Crest Trail continues southeast. At 5.2 mi. you reach a saddle and the Mills Hollow Trail near the New York–Massachusetts boundary. Another 3.0 mi. south through forest and field and over several knobs leads to a saddle and the Bently Hollow Trail. The Taconic Crest Trail continues 19.4 mi. south to Route 20 past Rathburn Hollow, Rounds Mountain, the Town of Hancock, Poppy Mountain, and Berry Pond.
3. Birch Brook Trail

Difficulty: Moderate
Distance: 1.4 miles
Blazes: Blue
This spur trail to the Taconic Crest Trail takes you through the Hopkins Memorial Forest from the Loop Trail. The trail begins at the north branch of Birch Brook, its namesake.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north to Bulkley Street (0.3 mi.)
Turn left on Bulkley Street, cross a bridge over Hemlock Brook (0.4 mi.) and ascend a long gradual rise.
When you reach the T-junction with Northwest Hill Road (1.1 mi.), turn right.
The entrance to Hopkins Memorial Forest is on your left. Park in the first parking area to the left.
A few hundred feet beyond is the Rosenburg Center, which contains a small historical museum.
Hike the lower loop to the four-way intersection (1.0 mi.), turn right, and proceed to the Birch Brook Trail (1.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the trail’s start (0.0 mi.), it heads west, briefly paralleling the North Branch of Birch Brook before jogging north, away from the stream. You hike mostly on old road grades with intermittent reroutes to avoid heavily eroded sections. Shortly after the MA/NY border, the Birch Brook Trail terminates at a signpost marking the junction with the Taconic Crest Trail at 1.5 miles. The Snow Hole is 1.6 mi. north. To the south are the Shepherd’s Well Trail (0.6 mi.) and Route 2 (1.1 mi.).
4. Hopkins Memorial Forest (HMF) Loop Trail

Difficulty: Moderate
Distance: 1.5 miles, lower loop; 2.6 miles, upper loop
Blazes: None
Hopkins Memorial Forest is a 2,600-acre research site operated by the Williams College Center for Environmental Studies. There are a wide variety of forest types, ranging from recently overgrown farmland to old woodlot stands of the 19th century. Old farm roads, stone walls and partially visible cellar holes reflect the human history of the property.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north to Bulkley Street (0.3 mi.)
Turn left on Bulkley Street, cross a bridge over Hemlock Brook (0.4 mi.) and ascend a long gradual rise
When you reach the T-junction with Northwest Hill Road (1.1 mi.), turn right
The entrance to Hopkins Memorial Forest is on your left. Park in the first parking area to the left
A few hundred feet beyond is the Rosenburg Center, which contains a small historical museum.
Google Maps Directions
TRAIL DESCRIPTION
The Lower Loop starts just past the Rosenburg Center (0.0 mi.) along a carriage road. Walk to the right past a small cabin (0.1 mi.), the HMF maple sugar operation, and an experimental weather station in a vestigial field. The trail winds before reaching a four-way intersection (0.8 mi.). To return to the Moon Barn via the Lower Loop, turn left, away from the Upper Loop. After a level section the trail descends steeply back to the Rosenburg center. (1.5 mi.) For a longer hike, venture on to the Upper Loop Trail (2.6 mi.). If in search of the Birch Brook Trail, follow the north (right) leg of the loop for a more direct approach. Otherwise, choose either. The trail crosses the middle and north branches of Birch Brook while passing through beautiful forest. This route is a fantastic ski or snowshoe jaunt with enough snow, but take it in the clockwise direction. Upon return to the four-way intersection, return along the Lower Loop for a 4.1 mi. total trip.
5. Shepherd's Well Trail

Difficulty: Moderate
Distance: 1.0 to Taconic Crest Trail
Blazes: Blue
HOW TO GET THERE
Via the R.R.R. Brooks Trail or the Taconic Crest Trail.
TRAIL DESCRIPTION
From the R.R.R. Brooks Trail junction (0.0 mi.), the Shepherd’s Well Trail branches to the right and climbs gently through a forest of maple, beech and oak trees. Just beyond a double blaze signaling an abrupt left turn, the trail enters an open area filled with huckleberries and blueberries. The spectacular view encompasses the Greylock Range to the east and the Taconic Range, the Old Williams College Ski Area and Petersburg Pass to the south. Cross the clearing, the trail levels off, descends gradually and turns right (0.9 mi.) to skirt the ridge. To the right was once a well belonging to a farmer named Shepherd, but all traces of it have now disappeared. Follow the contour around the rise in the ridge to meet the Taconic Crest Trail at a trail sign (1.0 mi.).
6. Sara Tenney Trail; 7. Bob's Ski Loop; 10. Hunter Family Loop

6. Sara Tenney Trail; 7. Bob’s Ski Loop; 10. Hunter Family Loop
Designed for cross-country skiers and commonly accessed via R.R.R. Brooks Trail, this system of trails follows old roads and alternate paths and form the heart of a trail network between Bee Hill Rd. and the Taconic Crest Trail.
Difficulty: Moderate
Distance: 4.0 miles
Blazes: Blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead to R.R.R. Brooks.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
DESCRIPTION
Begin at the R.R.R. Brooks trailhead. Before crossing back over to the south side of the brook (0.2 mi) follow blue blazes up a steep bank to the right. This section skirts the edge of private property. Please stay on the trail.
The first section of trail climbs the steep banks of Flora Glen. After climbing through a stand of hemlock, the trail meets an old road (0.4 mi) and continues on to an intersection of three trails (0.5 mi).
To the right (north) find the bottom of the Hunter Family Loop and Bob's Ski Loop. To the left (south) the Sara Tenney Trail follows the easiest route, along an old road.
The Hunter Family Loop, furthest to the north, climbs gradually up Birch Hill. Take care as you cross a property boundary (1.0 mi), as it is marked with blue paint similar to the trail blazes. Follow a switch-back, and meet Bob's Ski Loop at 1.2 mi.
Bob's Ski Loop follows the eastern ridge up Birch Hill, providing the steepest slope for skiing. Pass an intersection with the Hunter Family Loop and a bypass to the southern route of the Sara Tenney Trail (0.9 mi.). Continue up the ridge, across the top of Birch Hill, and meet an old road (1.2 mi.). Follow the road out to a field maintained by the Deparment of Conservation and Recreation, and an intersection with the Sara Tenney Trail (1.6 mi.).
From the intersection at 0.5 mi. the Sara Tenney follows an old road along the south side of Birch Hill. At 1.1 mi. intersect another forest road, which begins a graded bypass up to Bob's Ski Loop to the north. Continue on the Sara Tenney Trail into an open field (1.3 mi.), pass Bob's Ski Loop to the right (1.4 mi.), and continue through the fields to the old Petersburg Road and a gate at Route 2 (1.9 mi.).
After crossing Route 2, follow the parking area to the east. Just past the end of the guard rail, the trail heads into the woods (2.0 mi). Follow the trail down into Treadwell Hollow. An alternate route, for easier skiing, heads off to the left at 2.1 mi. and re-connects at 2.3 mi.
Follow the trail down a bank to meet an old road (2.4 mi.) and immediately cross Hemlock Brook. Follow the road parelleling the brook until it crosses two branches in quick succession, over partially exposed culverts (2.9 mi.). Continue on a grade north of the brook. Beginning here, the road's drainage has failed completely, so expect muddy conditions throughout the summer.
At 3.2 mi. pass above an abandoned house, sold to the state by Sara Tenney in the 1950's, after the town gave up on maintaining the road's many stream crossings. Continue on the road, past a post marking the NY/MA border (3.8 mi.). The road, buried by the expansion of Route 2, dead-ends in the woods below the parking lot at Petersburg Pass Scenic Area (4.0 mi.).
To find the trail from the parking lot, climb down the steep eastern slope to a flat area overgrown with shrubs, follow the bank of Route 2 to another steep slope. The road begins near to Route 2 at the bottom of the second slope.
8. Turnpike Trail

Difficulty: Easy
Distance: 0.9 miles to join the Sara Tenney Trail
Blazes: None until 0.75 mi.; then, blue
This trail takes advantage of a well-preserved woods road to access the Sara Tenney Trail.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south (2.2 mi.).
Turn right on Route 2 west.
Turn left on Torrey Woods Road (2.5 mi.).
Continue on Berlin Road (2.9 mi.), where the surface changes from pavement to dirt.
Look carefully on the right for a small gravel pull-off and a large metal gate (4.3 mi.). Park here.
Google Maps Directions
TRAIL DESCRIPTION
The trail starts (0.0 mi.) at a large metal gate. Walk past it onto an old woods road and continue through a young beech forest. At 0.1 mi., another woods road joins in from the left. Continue straight. Soon after, note an old stone wall on either side of the trail (0.28 mi.), with a very large oak growing through the wall on the right side of the trail. The trail begins a gentle curve left (0.4 mi.) into more mature forest. Cross into Massachusetts State Forest at 0.75 mi., a boundary marked by blue diamond blaze markers. At this point in the trail, light blue paint blazes mark the way. Cross a small stream near a fern-filled glade (0.83 mi.), and soon after, reach the junction with the Sara Tenney Trail (0.9 mi.). Turn left to access the Taconic Crest Trail. Turn right to access a parking area on Route 2.
9. R.R.R. Brooks Trail

R.R.R. BROOKS TRAIL
Difficulty: Moderate
Distances: 1.8 miles to Old Petersburg Road, 2.4 miles to Shepherd’s Well Trail, 2.9 miles to Route 2
Blazes: Blue
Running parallel to Route 2, this trail offers hikers a direct route from Williamstown to Petersburg Pass, passing through the 930-acre Taconic Trail State Park along the way. R.R.R. Brooks is named for a former dean of Williams College, who lived on Bee Hill Road and originally cleared the trail. One of the highlights is Flora Glen, a beautiful wooded area that is believed to have been the inspiration for William Cullen Bryant’s poem Thanatopsis.
HOW TO GET THERE
From the intersection of Routes 2 and 7 (the roundabout):
Take Route 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead on the right.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot on the right (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
TRAIL DESCRIPTION
Although the Fitch Trail provides access to the R.R.R. Brooks Trail and makes a nice 1.8 mi. loop, this description will assume you have walked 0.5 mi. down Bee Hill Rd. to the trailhead, or been dropped off.
The trail begins at the south end of a defunct dam (0.0 mi.) and skirts a former pond. This section borders private property, so please walk only on the trail. Here is Flora Glen, nearly always wet, and a sea of ferns during the spring and summer months.
The trail descends to the level of the stream (0.5 mi.), and makes an abrupt left (0.6 mi.) to climb steeply up a series of steps out of the streambed. Just below the remains of an old Boy Scout shelter (0.8 mi.), the Fitch Trail enters from the left.
After a bridge (0.9 mi.), you pass through a forest of birch and beech trees, and emerge at the edge of a large field (1.4 mi.). A sign identifies the R.R.R Brooks Trail for descending hikers.
Hike uphill (west) through the field and stay left (south) of the tree island. Tall grass can make for difficult navigation across this open area. Your path and Route 2 will gradually converge towards the Old Petersburg Rd, and the Sara Tenney Trail (1.8 mi.). If you are misplaced when you hit this double track jeep road, walk toward Route 2 (south) to pick up the upper section of R.R.R Brooks.
Across Route 2 from Old Petersburg Road is a pull-out where a vehicle shuttle could be arranged. To continue toward the Taconic Crest, enter the woods 250 feet from Route 2 on a wide path marked by a sign and blue blazes. You merge with a road grade from the left and parallel Route 2 up a gentle ascent on this wide-open trail.
At 2.4 mi. you will reach the junction with the Shepherd’s Well Trail. To the left, the R.R.R Brooks Trail continues on a dirt road, until it makes a short descent to the left that leads to Route 2 (2.9 mi.). There is no parking at Route 2. The Petersburg Pass Scenic area is 0.4 mi. west along the road.
11. Buxton Ravine Trail (Hatton Trail)

Difficulty: Moderate
Distance: 1.0 to Hunter Family Loop
Blazes: Light blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Head west on Main St. (0.7)
Continue on to Petersburg Rd.
Park in a small gravel pull-off on the left (0.75 mi.)
The trailhead begins here at the stream's edge.
Google Maps Directions
TRAIL DESCRIPTION
At the gravel parking area, note a yellow sign near the stream: "Town of Williamstown Conservation Land." The trail begins at the stream's edge. Cross over the stream and into a Hemlock stand. Begin walking uphill (south) through a beech and maple forest, eventually working your way to a small ridge line on the left. The trail joins an old woods road (0.23 mi.), and soon after, another old woods road merges into the trail as well. Head right (west) at 0.35 mi., and cross a small seasonal stream. The trail levels out at 0.5 mi. but again ascends before winding to the west at 0.85 mi. Take a sharp left turn off of Williamstown Conservation Land (0.9 mi.) into the Taconic Trail State Park. At 1.0 mi., reach a junction with the Hunter Family Loop.
12. Berlin Pass Trail

Difficulty: Moderate
Distance: 0.8 miles to Berlin Pass, 2.0 miles to Berlin Mountain
Blazes: Blue
For an afternoon hike or direct access to the Taconic Crest Trail, try the Berlin Pass Trail. A one mile walk leads to wind-swept meadows with panoramic views. Continue farther to summit Berlin Mountain.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue straight to a dead end below the Old Williams College Ski Area (5.1 mi.).
Park on the side of the ski area parking lot.
Google Maps Directions
TRAIL DESCRIPTION
From the ski area parking lot (0.0 mi.), follow a jeep road into the woods on the north (right side when driving in). The trail swings west through a mixed hardwood forest of ash, sugar maple, poplar and red oak. After crossing a brook, the trail emerges into the brushy saddle known as Berlin Pass. At Berlin Pass, turn left (south) to continue on the Taconic Crest Trail, which runs north-south. Berlin Mountain is 1.2 mi. south and Petersburg Pass is 1.5 mi. to the north. For a loop back to the parking lot you may climb Berlin Mountain and then descend via the steep Old Williams College Ski Area (3.0 mi.) or the Class of ’33 Trail (4.5 mi.).
13. WRLF Loop

Difficulty: Easy
Distance: 1.4 miles
Blazes: Blue diamond markers
During the summer of 1998, the Williamstown Rural Lands Foundation designed and installed this short interpretive loop trail. Small signs along the trail offer natural history information to hikers.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue until a small parking pullout on the left (4.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area you may start directly on the Haley Brook Cut-off Trail for a shorter loop, including a spur trail to a deck overlooking a waterfall, or walk 400 feet back down the road you drove in on to the Loop Trail and Class of ’33 Trail trailhead. Each trail is well blazed to and across Haley Brook to a relatively level logging grade south of the brook. At the road, walk right (west). The trail ends at the Old Williams College Ski Area from where you may retrace your steps or return via Berlin Road.
14. Class of '33 Trail

Difficulty: Difficult
Distance: 2.0 miles
Blazes: Blue
Members of the Williams Outing Club constructed this trail up Berlin Mountain in the fall of 1933. Slightly longer than the route via the Berlin Pass Trail, it is an extremely pretty - though steep - hike through classic New England mountain woods.
HOW TO GET THERE:
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue until a small parking pullout on the left (4.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area is a cut-off for the Williamstown Rural Lands Foundation (WRLF) Loop Trail. To access the Class of ’33 trail or the entire Loop Trail, walk 400 feet back the way you drove in. On the south side is a signed trailhead (0.0 mi.) Follow through left and right turns to Haley Brook. Cross the brook and climb the far bank to a well-signed junction. Bear left (east) to stay on the Class of ’33 Trail, where the Loop Trail continues to the right. Follow blazes uphill and right (south) through hemlocks and up a deeply gullied logging grade (0.4 mi.) to a level area and hemlock grove.
Descend to the site of a long-abandoned outhouse (0.7 mi.). Heed a sharp right switchback to the brook then gain a logging grade on the far side. Bear left to follow a steady steep grade to the mountain ridge above. At 1.2 mi. you will gain the ridge leading west to the summit of Berlin Mountain. One last turn left up the top of the Old Williams College Ski Area will bring you to the clear summit of Berlin Mountain (2.0 mi.).
There are three options for return to the parking lot. You may retrace your route on the Class of ’33 Trail for a 4.0 mi. round trip. Alternatively, instead of taking your first right onto the ’33 Trail, continue (northeast) down the abandoned ski slope (3.5 mi. total). This route is sporadically maintained and extremely steep. Use caution.
Finally, you may follow the Taconic Crest Trail (white and blue diamond markers) and off-road vehicle tracks north to the Berlin Pass Trail and back to your vehicle (4.3 mi.).
15. Sheep Hill Trails

Difficulty: Easy-to-Moderate
Distance: 0.1 - 3 miles
Blazes: Meadow Walk and Rosenburg Ramble, none; Fitch and Running Pine Trails, blue
A variety of trails are accessible from Sheep Hill: The Meadow Walk, the Rosenburg Ramble, and the Fitch and Running Pine Trails.
HOW TO GET THERE
To Sheep Hill
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
Pass the intersection with Bee Hill Road and turn right at Sheep Hill, immediately after crossing the first bridge (1.0 mi.).
Parking is available at the bottom of the drive, and beyond the farmhouse, behind the garage.
Google Maps Directions
To Fitch and Running Pine Trails
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
Turn right onto Bee Hill Road (0.7 mi).
Continue up Bee Hill Road.
At 1.3 mi., a small parking area is on the right.
Google Maps Directions
TRAIL DESCRIPTION
The Meadow Walk and The Rosenburg Ramble are accessible from Sheep Hill.
The Meadow Walk follows the lower portion of the hill for a short easy loop.
The Rosenburg Ramble is a 1.5 mi. loop around the perimeter of the fields, including two parking areas along the top, which are also accessible from Bee Hill Road and offer panoramic views of the Greylock range. Bee Hill Road also provides access to the Fitch Trail and Running Pine Trail for extended hikes.
The Fitch Trail climbs somewhat steeply through a thin second-growth forest, and for a short distance follows the route of an old woods road into a dense stand of hemlocks, where it turns sharply left and heads uphill again. When the trail levels, it passes through an impressive group of old-growth maples. Passing through a field of ferns, the trail goes up gently over the top of Bee Hill. It then heads down the far side of the hill and turns sharply right. (You may see blazes indicating the path of an unofficial side trail going straight.) The Fitch Trail heads downhill into Flora’s Glen, a steep-sided and secluded valley drained by Flora’s Glen Brook. The trail terminates at a T-junction with the RRR Brooks trail, which runs parallel to the brook.
Left on the R.R.R. Brooks Trail takes to the Taconic Crest Trail via the Shepherd’s Well Trail. Right on the Brooks Trail takes you to a trailhead at Bee Hill Rd. At the trailhead you can turn right and walk 0.5 m uphill on Bee Hill Rd. to your starting point.
Running Pine Trail is a short (.65 mi.), horseshoe-shaped spur that leaves and then rejoins the Fitch trail. From the parking lot on Bee Hill Road, start on the Fitch Trail. At 0.1 mi., turn left at the junction where a sign notes the junction with Running Pine Trail. Follow a set of small stone steps uphill and zig-zag your way through about 10 switchbacks in quick succession. At 0.6 mi., note a large stone wall running adjacent the trail, and also Massachusetts State Forest boundary markers, which are blue (just like the Running Pine Trail's blazes). Walk alongside the wall, keeping it to your left, until you reach the trail's end at another junction with the Fitch Trail. Turn left to continue on to R.R.R. Brooks Trail, or turn right to return to the parking area on Bee Hill Road.
16. Margaret Lindley Park

Difficulty: Easy
Distance: 0.85 mi.
Blazes: Yellow
This gently rolling trail network passes through peaceful hemlock forest and along the banks of Hemlock Brook. It can also be used to access the Harmon Pond Trail.
HOW TO GET THERE:
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest (2.3 mi.).
Turn right (west) into Margaret Lindley Park just after Route 2 leaves Route 7 (2.31 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area, walk to the far side of the swimming pond and the forest's edge. You will see a trailhead (0.0 mi.) sign for Hemlock Brook Trail and Torrey Woods Trail. Note: The Torrey Woods Trail network encompasses the Hemlock Brook Trail. Follow yellow blazes on the Torrey Woods Trail, and at 0.1 mi., reach a four-way junction marking various intersecting routes of this trail. Turn right to cross a large wooden bridge. Continue straight past a right turn uphill (0.2 mi.) that leads to an alternate parking area off of Route 2, and continue along the brook. Make a slight right turn up and away from the brook and continue across a foot bridge (ignoring another right turn to the alternate parking area off of Route 2). At 0.46 mi., the trail becomes the Hemlock Brook Trail on Williamstown Rural Lands Foundation (WRLF) property. Cross a third foot bridge and then, soon after, a fourth, before fording Hemlock Brook on large step-stones (0.54 mi.). At the far bank, turn left to return to Margaret Lindley Park. Walk through riparian habitat and exit WRLF property at 0.72 mi. Arrive at a junction (0.75 mi.): straight leads back to the Park.
A right turn takes you to Sweet Brook Rd. and the Harmon Pond Trail. (To go to Sweet Brook Rd., walk for less than 0.1 mi. up and away from the stream, onto a plateau. Pass a small vernal pool as you approach the road. Exit and cross the road to get to Harmon Pond, or continue on the trail to loop back down to the Torrey Woods Loop.)
Continue straight, soon passing through the original four-way junction (0.85 mi.) you encountered at the start of the hike. On your left is the bridge; to the right is a very short alternate route to the Margaret Lindley Park parking lot, as well as the return-trail from the Sweet Brook Rd. spur.
17. Mount Greylock Regional High School

Difficulty: Easy
Distance: 1.3 miles
Blazes: None
This small network of wide trails is used for training and racing by the Mount Greylock Regional High School cross-country running and skiing teams, as well as the Williams College cross-country running team.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south to Mount Greylock Regional High School (3.4 mi.).
Turn right at the high school and park.
Walk behind the school to the football field.
The trails begin near the south side of the field: there is a mowed, uphill trail through the grass heading southwest (less than 0.1 mi.) past the football field. It leads to a wooden bench. This is the trailhead.
Google Maps Directions
TRAIL DESCRIPTION
From the trail's start at the wooden bench (0.0 mi.), hike into the woods on a wide trail lined with wood chips. After 0.25 mi., the trail makes an abrupt 90-degree turn (east) downhill and winds back to the football field (0.45 mi.). Hug the tree line on your left and continue walking past the field before re-entering the woods (0.6 mi.). Pass briefly through a grassy field before committing again to the woods trail under a maple canopy, heading northeast. Hike down a short, steep hill before curving right and notice an old stone wall extending on either side of the trail. Continue, keeping the wall on your right as you now head uphill, cresting at a T-junction (0.8 mi.).
Left will take you downhill along a utility line before looping you back south (0.9 mi.) near the Sweetwood Retirement Community. Hug the tree line on your right for 60 yards and re-enter the woods on an uphill trail. Reach the hill's crest (1.1). Just past it is another junction: head straight to exit the woods down to the high school's playing fields, near where you started; or turn right (north) and continue on the woods trail down Hil's Hill. Another T-junction awaits (1.25 mi.). A right turn will take you 125 yards to the previous T-junction (just prior the utility line and Sweetwood Retirement Community). Left will continue the trail and bring you to its exit near the northeast side of the football fields (1.33 mi.).
18. Field Farm

Difficulty: Easy
Distance: 4.5 miles of trails
Blazes: Yellow
Field Farm is a 316 acre property managed by The Trustees of Reservations. It has been farmed continuously since the founding of Williamstown, and a 4.5 mile system of loop trails visits varied habitats on the property.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road.
One mile up Sloan Road is the signed entrance to Field Farm (5.1 mi. on the right).
Enter the property and take the first right to an information board and parking area.
Google Maps Directions
TRAIL DESCRIPTION
At the trailhead are a small nature center and an information board with maps to the network of trails. Take a short walk on the Pond Trail for views of wetland wildlife. The South Trail offers a 1.5 mi. round trip, beginning with a walk along the edge of a wetland and excellent views of the Greylock range to the east. The North Trail, Oak Loop, and Caves Trail offer loops varying in length from 1.5 to 3 mi. through fields and forest.
19. Phelps Trail

Difficulty: Difficult
Distance: 1.9 miles to the Taconic Crest Trail
Blazes: Blue
This trail, constructed in the 1990s, ascends a ridge jutting east from the Taconic Range, providing access to the Taconic Crest Trail.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road.
Follow Sloan Road to the T-intersection with Oblong Road, and turn left (5.3 mi.).
The trailhead is on the right (west), at a parking area marked with blue State Forest boundary tags and a large sign (5.6 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the trail sign (0.0 mi.), follow blue blazes west across an open field and into the woods. After crossing a fence line, enter an area of fir and hemlock trees before the intersection with an old woods road (0.2 mi.). Turn left onto the wood road and climb moderately into a mixed deciduous forest where the trail turns sharply to the right in the first of several switchbacks (0.3 mi.). The trail turns sharply right to leave a wood road and climb more steeply at 0.7 miles. At 1.0 mi., the trail crosses through a gap in the first of three old stone walls. After crossing the third stone wall (1.3 mi.), the trail levels briefly before beginning the final ascent to the Taconic Crest Trail (1.9 mi.).
The Taconic Crest Trail (TCT) runs north-to-south along the range crest. It is blazed with white and blue diamond tags nailed to trees along the trail. From the Phelps Trail/TCT junction, Berlin Mountain is approximately 1.9 mi. to the north. 1.0 mi. to the south is the junction of the TCT, Mills Hollow, and Southeast Hollow Trails.
20. Mills Hollow Trail

Difficulty: Moderate
Distance: 1.6 miles
Blazes: Blue
Mills Hollow was once the only route from South Williamstown over the Taconic Range to Albany and other New York towns.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road (west).
Go west on Sloan Road to the T-intersection with Oblong Road, and turn left (5.3 mi.).
Park at the Phelps Trail trailhead on the right (west), marked with blue State Forest boundary tags and a large sign (5.6 mi.).
The Mills Hollow Trail starts 0.4 mi. farther along Oblong Rd (6.0 mi. total). Use the gravel road past a red gate.
Google Maps Directions
TRAIL DESCRIPTION
From Oblong Road the Mills Hollow Trail (0.0 mi.) begins on a gravel road a couple hundred feet south of a red gate. Follow the gravel road across a field and into the woods; please respect the private property in this area. The road grade climbs steadily up the north side of Mills Hollow. At 1.6 mi. you reach the Taconic Crest Trail at the Massachusetts and New York state boundary. Southeast Hollow drops west into New York. A nice loop may be made with the Phelps Trail (4.7 mi. total).
21. Stone Hill Trails

Difficulty: Easy-to-Moderate
Distance: 0.3 to 2.0 miles
Blazes: Varied
Stone Hill is home to an array of hiking trails, all of which are accessible from the Sterling and Francine Clark Art Institute’s grounds. Open views, an historic town road, and winding trails in the woods comprise this rambling network. Short hikes can be completed on their own or tied in with other Stone Hill trails to form more lengthy routes.
Visit the Sterling and Francine Clark Art Institute’s website for a comprehensive map of the trails.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take South St. south.
At 0.6 mi, turn right to park at the Sterling and Francine Clark Art Institute.
Google Maps Directions
22. Linear Park

Difficulty: Easy
Distance: Short walk
Blazes: Blue
This park is situated at the confluence of the Green River and Hoosic River. It includes tennis courts and trails.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east, past the Cole Ave intersection.
Turn left at Linear Park road (1.0 mi), after passing the graveyard to your right.
Park next to the tennis courts.
Google Maps Directions
TRAIL DESCRIPTION
The trails begin along a road to the right of a sign board with a map and information about the area. A trail to the southeast skirts a corn field. To the northwest, explore vibrant flood-plain forest.
23. Chestnut Trail

Difficulty: Easy
Distance: 0.7 miles
Blazes: Blue
In conjunction with the Class of ‘98 Trail, the Chestnut trail offers an alternate route to Pine Cobble.
HOW TO GET THERE
Take Route 2 east from its junction with Route 7 (the roundabout).
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn left on N. Hoosac (1.4 mi.) and then right on Chestnut Road at 1.5 miles.
The trailhead is on the right, opposite an open field, at about 1.7 mi.
Park on the side of the road.
Google Maps Directions
TRAIL DESCRIPTION
From the trailhead at Chestnut Road, the trail follows an old forest road for a moderate 0.7 mi. climb through oak forest to the intersection with the Class of ‘98 Trail. At this intersection, turn right (south) for the most direct route to Pine Cobble, or head left (north) to complete a 2.5 mi. loop with the Class of ’98 Trail, Appalachian Trail, and Pine Cobble Trail. If hiking the loop, descend from the Pine Cobble Overlook via the Pine Cobble Trail. At 0.8 mi. from the Pine Cobble overlook, the junction with the Class of ’98 Trail is on the right, opposite a sign indicating 0.8 mi. to the summit of Pine Cobble. Follow the Class of ’98 Trail until it meets again with the Chestnut Trail and head left to return to the trailhead.
24. Pine Cobble Trail

Difficulty: Moderate
Distance: 1.6 miles to Pine Cobble; 2.1 miles to Appalachian Trail
Blazes: Blue
Pine Cobble offers one of the finest panoramic views of the Hoosic River valley.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn right on N. Hoosac (1.4 mi.) and then left on Pine Cobble Road at 1.8 miles.
Park in the parking area on the left 0.2 mi. up the hill. The trailhead is across the road.
Google Maps Directions
TRAIL DESCRIPTION
At the Pine Cobble Trail sign (0.0 mi.) hike parallel to the road for 200 yards before turning left and ascending gradually into the woods. The trail levels out on a plateau at 0.5 mi. Continue at a moderately steep grade, past the beginning of the Class of ‘98 Trail, to a more level area at 1.0 mi. where the trail turns to the southeast. Cross two small jumbled rock outcroppings. As you continue uphill, watch for an unusual triplet oak tree with a water-filled basin at its center (1.4 mi.). A steep stretch completes the climb (1.5 mi.). A sign marks the hill’s crest: several short (0.1 mi.) trails to the right lead out onto the quartzite outcrops of Pine Cobble. If you instead head left at the sign, you soon emerge onto a boulder field. A short climb leads to the summit of East Mountain, where the Pine Cobble Trail joins the Appalachian Trail (2.1 mi.).
25. Class of '98 Trail

Difficulty: Moderate
Distance: 1.5 miles, Pine Cobble Trail to Appalachian Trail
Blazes: Blue
The ‘98 trail, completed by Williams College students in 1999, was given as a gift from the graduating class of 1998 to the College. Together, the ‘98, Appalachian, and Pine Cobble Trails form a 2.5 mi. circuit.
HOW TO GET THERE
This trail is accessed from the Pine Cobble Trail.
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout).
Follow Route 2 east.
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn right on N. Hoosac (1.4 mi.) and then left on Pine Cobble Road at 1.8 miles.
Park in the parking area on the left 0.2 mi. up the hill. The trailhead is across the road.
Google Maps Directions
TRAIL DESCRIPTION
From the Pine Cobble Trail: From the trailhead, hike for 0.9 mi. The junction with the Class of ‘98 Trail is on the left, opposite a sign indicating 0.8 mi. to the summit of Pine Cobble. The first leg of the trail heads north from the Pine Cobble Trail and follows a flat grade along the base of one of the area’s characteristic quartzite outcrops, with views of boulders and small cliffs. Beyond the intersection with the Chestnut Trail, the trail passes through an area of dense regrowth forest and patches of mountain laurel (blooms in June), then begins the steep, rocky, ascent of the ridge it has been following (0.8 mi.). At 1.25 mi. the trail crosses the border of Clarksburg State Forest, which is also blazed with blue. After the first ascent, the trail climbs moderately to the intersection with the Appalachian Trail (1.5 mi.). Head south along the Appalachian Trail 0.2 mi. to the intersection with the Pine Cobble Trail.
26. Mountain Meadow Preserve

Difficulty: Easy
Distance: 4.5 miles of trails
Blazes: yellow
Mountain Meadow is a trail system operated by the Trustees of Reservations. The 4.5 mile system of trails, accessible from two parking lots (in Williamstown, MA and Pownal, VT), offers many options for short hikes. An information board, with maps of the property, is available at each of the parking lots. Check the map for points of interest including views, gravel pits, and the ruins of two buildings. As you walk through the forest, look for old fence lines and stone walls, evidence that this land was once used for agriculture despite its gravelly soil.
How to get there:
Williamstown Parking Area:
From the intersection of Rts. 2 and 7 (the roundabout) in Williamstown:
Take Rt. 7 north for 1.7 mi.
Turn right onto Mason St. and follow to trails entrance and parking.
Google Maps Directions
Pownal Parking Area:
From the intersection of Routes 2 and 7 (the roundabout) in Williamstown:
Take Rt. 7 north 1.7 mi.
Turn right onto Sand Springs Rd.
Bear right onto Bridges Rd.
Turn left onto White Oaks Rd. (2.0 mi.), follow across the Vermont border (3.1 mi.).
Continue 0.1 mi. to entrance and parking on left.
Google Maps Directions
Trail Description
From the Williamstown lot: Access a loop around an open meadow with views of Greylock and the Taconics (0.8 mi.), and a forested loop to an obstructed summit view (1.3 mi.).
From the Pownal lot: Access loops from 0.3 mi. to 2.0 mi.
27. The Dome Trail

Difficulty: Moderate
Distance: 1.2 miles to Agawon Trail, 2.6 miles to summit
Blazes: Red
Directly to the north of Williamstown, the Dome stands out among the surrounding mountains with its massive rounded summit.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Drive north on Route 7.
At 1.1 mi., cross the Hoosic River.
Turn right on Sand Springs Rd. at 1.6 miles. Keep right on main road until it becomes Bridges Road.
Turn left on White Oaks Rd. (2.1 mi.) and drive uphill.
The pavement ends at the Vermont border (3.3 mi.), follow the dirt road farther uphill past a small pond to a pullout on the right (3.6 mi.).
There is a sign and chained road marking the Dome Trail.
Google Maps Directions
TRAIL DESCRIPTION
From White Oaks Road (0.0 mi.), follow an old road through a clearing and enter the forest heading east (0.2 mi.). The trail ascends steadily and at 0.5 mi. takes a sharp left (northwest) off the wood road. You pass through several Y intersections with logging roads and paths (follow blazes). At 1.2 mi., you reach a junction with the Agawon Trail (yellow blazes), which bears off to the right. Just beyond is Meeting House Rock (1.3 mi.), a large boulder that roughly marks halfway to the summit. Continue past the rock to an intersection marked by an abandoned truck (1.7 mi.). Bear right (northeast) and follow the marked trail over a series of small terraces and through several jogs left and right. Near the summit you emerge onto a ledge, dip down into a boggy area, and ascend to a last series of ledges that extend to the top of the mountain (2.6 mi.).
28. Agawon Trail

Difficulty: Moderate
Distance: 0.7 miles, Dome Trail to Broad Brook Trail
Blazes: Yellow
Williams College students cleared the Agawon Trail in the spring of 1959, to provide a route from Dome Trail to Broad Brook. Together the Dome, Agawon and Broad Brook Trails form a pleasant 6.5 mi. circuit.
HOW TO GET THERE
From the Dome Trail: Follow the Dome Trail for 1.2 mi. from its trailhead. The junction with the Agawon Trail, clearly marked with a trail sign, is on the right just below Meeting House Rock, an obvious large boulder.
From the Broad Brook Trail: After the second stream crossing from the White Oaks Road trailhead (1.3 mi.), a sign marks the Agawon trail junction to the left (northwest).
Google Maps Directions
TRAIL DESCRIPTION
From the Dome Trail, the Agawon Trail heads off to the northeast. After about 100 yards, follow a sharp right turn and descend. A small brook appears on the left before disappearing underground. The trail becomes steeper, eventually emerging onto a bluff overlooking Broad Brook. There it turns right and intersects with the Broad Brook trail after a last 100 yards.
29. Broad Brook Trail

Difficulty: Moderate
Distance: 1.3 miles to Agawon Trail, 3.7 miles to County Road
Blazes: Blue
This trail follows the course of Broad Brook as it winds around and up the eastern side of the Dome, passing through rugged and heavily wooded country.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north towards Bennington.
At 1.1 mi. you cross the Hoosic River flowing to the left (west).
Turn right on Sand Springs Rd. at 1.6 miles. Keep right on main road until it becomes Bridges Road.
Turn left on White Oaks Rd. (2.1 mi.) and drive uphill along Broad Brook.
The pavement ends at the Vermont border (3.3 mi.). A pullout on the right marks the trailhead. The large pull-out is also a school bus turn-around; be sure to leave space.
Google Maps Directions
TRAIL DESCRIPTION
The trail begins at the northern corner of the parking lot (0.0 mi.). It briefly joins a dirt road before bearing right into the woods (0.1 mi.) where it parallels a spillway of the old North Adams waterworks. Stay on the right side of the stream, winding through a hemlock and spruce forest before crossing the brook for the first time (1.1 mi.). At high water these crossings may be treacherous or impossible. Use caution.
Just before a second crossing (1.3 mi.), a signpost marks the junction with the Agawon Trail, which diverges to the left and ascends to join the Dome Trail. From here, follow the brook. Bear right and carefully cross the current.
At 1.8 mi. an old wagon track connected to Henderson Road joins from the right (southeast), and both cross the brook. The road then climbs away to the left (northwest), as the trail resumes its old course along the brook.
Continue on the northwest bank of Broad Brook, cross a small tributary (2.3 mi.), and climb steeply through a dense pine forest. Descend back to the valley floor, cross another small stream (2.4 mi.), and ascend the shoulder on the northwest side of the brook, passing through a hemlock grove.
When you arrive at the convergence of two streams forming Broad Brook (3.0 mi.), the trail follows the tributary to the east. Cross the north branch, climb a hill between the two streams, turn right (3.1 mi.), and then descend to and cross the tributary again (3.3 mi.). The trail terminates at Risky Ranch Road after 3.7 miles.
To the left (north), Risky Ranch Road intersects County Road, which continues into Pownal, Vermont. To the right (southeast) you will cross the Long Trail/Appalachian Trail in 0.3 miles.
For a long loop, you may hike south to the Pine Cobble Trailhead using the Appalachian Trail and Pine Cobble Trail (5.3 mi.). The Broad Brook trailhead is 3.0 mi. by road from the Pine Cobble trailhead.
30. Burbank Trail

Difficulty: Easy
Distance: 0.8 mile
Blazes: Yellow / Blue / Pink
This trail leads along the edge of farmland and development, with sweeping views of the Greylock massif.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
Turn right on Adams Road (1.2 mi.).
Turn right on Stratton Road (1.3 mi.).
Continue until the pavement turns to gravel and park on the right (2.2 mi.).
Google Maps Directions
TRAIL DESCRIPTION
The trailhead for the Burbank Trail begins on the left (east) side of the road at the edge of a large field (0.0 mi.). Walk across the field to the far hedgerow (0.25 mi.), and turn right (south), following the tree line. Keep the trees on your left. Take a 90-degree left turn (east) between an opening in the hedgerow, and after ten yards exit to a small stretch of grass. At the southeast corner (ahead and to the right) of this small field, the trail enters the woods on a double-track trail (0.35 mi.). The trail eventually crosses a seasonal stream bed before bringing you to another small field. Cross it, and head through the far hedgerow, which brings you to a much larger field. Walk left (north) and follow the tree line on your left as it eventually turns 90-degrees east and then again, to the south (0.7 mi.). Look for an opening in the hedgerow soon after this last turn, on your left. Head downhill on a meandering woods path. At the path's low-point, cross a small stream and then hike uphill to exit at Luce Road (0.8 mi.). Walk back to the trailhead through the neighborhoods, or retrace your steps.
44. Roaring Brook Trail

Difficulty: Moderate
Distance: 1.9 miles
Blazes: Blue
The Roaring Brook and Stony Ledge Trails form an excellent six-mile loop to views of the Hopper and Greylock Range from Stony Ledge. Many prefer to hike up the steep Stony Ledge Trail and descend the more gradual Roaring Brook Trail. You may also use either trail to reach the summit of Greylock and other trails in the park.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
1.6 mi. after the junction with Route 43 in South Williamstown, turn left on Roaring Brook Road (5.7 mi. total)
Drive 0.5 mi. to a sign for the Mt. Greylock Ski Club and a pullout on the left. Park here.
Google Maps Directions
TRAIL DESCRIPTION
Start on the woods road to the left, along Roaring Brook (0.0 mi.). You cross Roaring Brook, ascend slightly, and then descend to cross the brook again. Proceed through the meadow on the south side of the stream, bear left at a split in the dirt road and make a third crossing of Roaring Brook. At 0.5 mi. the Roaring Brook Trail and Stony Ledge Trail diverge on the north side of Roaring Brook. From here, you leave the brook and rapidly ascend through a mixture of evergreen and deciduous trees to a spruce grove, where the grade finally flattens out (1.6 mi.). Just before a bridge over Roaring Brook (1.8 mi.), the Deer Hill Trail leaves to the right. On the other side of the Bridge the Circular Trail heads downhill. Continue parallel to the brook for another 200 yards and enter Sperry Campground. There are picnic tables, campsites and group shelters (fee and reservation) here. Turn left (north) and cross a bridge over a small stream. The Roaring Brook Trail follows a wood road to intersect with Sperry Road (1.9 mi.) and the Hopper Trail. The summit of Greylock is 2.3 mi. along the Hopper Trail (4.2 mi. total). For a spectacular view of the entire Greylock Reservation, turn left on Sperry Road and walk 1.0 mi. up to the Stony Ledge picnic area (3.0 mi.). Straight across from the ledge (east) is the Greylock summit, and to the left are Mt. Fitch, Mt. Williams and Mt. Prospect. You can return to Roaring Brook Road via the Stony Ledge Trail (5.1 mi.), but it is a much steeper descent than the Roaring Brook Trail. Otherwise retrace your steps, or continue over the range to a car shuttle.
46. Stony Ledge Trail

Difficulty: Difficult
Distance: 2.1 miles
Blazes: Blue
This steep climb ends with magnificent views across the Hopper from Stony Ledge. The Stony Ledge and Roaring Brook Trails form an excellent six-mile loop. Many prefer to hike up the steep Stony Ledge Trail and descend the more gradual Roaring Brook Trail. You may also use either trail to reach the summit of Greylock and other trails in the park.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
1.6 mi. after the junction with Route 43 in South Williamstown, turn left on Roaring Brook Road (5.7 mi. total)
Drive 0.5 mi. to a sign for the Mt. Greylock Ski Club and a pullout on the left. Park here.
Google Maps Directions
TRAIL DESCRIPTION
Start on the woods road to the left, along Roaring Brook (0.0 mi.). You cross Roaring Brook, ascend slightly, and then descend to cross the brook again. Proceed through the meadow on the south side of the stream, bear left at a split in the dirt road and make a third crossing of Roaring Brook. At 0.5 mi. the Roaring Brook Trail and Stony Ledge Trail diverge on the north side of Roaring Brook. Follow an old wood road on a gradual climb to the north. At 1.2 mi. the trail swings right (east) onto the steep part of an old ski trail. You crest the ridge near a lean-to and continue to the lookout from Stony Ledge (2.1 mi.). Here you can see (from left to right) Prospect Mountain, Mt. Williams, Mt. Fitch, Mt. Greylock and part of Saddle Ball Mountain.
47. Haley Farm Trail

Difficulty: Moderate
Distance: 2.2 miles to Stony Ledge
Blazes: Blue
Haley and Greene farms have been active in the Hopper for centuries. In 1997, the Williamstown Rural Lands Foundation and the Massachusetts Department of Conservation and Recreation cut the Haley Farm Trail to provide a new, short, steep route to Stony Ledge.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road that once extended into the Hopper. Passing through a gate, the trail continues along the road between maintained fields. At a second gate, permanently open, the Haley Farm Trail leaves to the right (south). The Money Brook Trail and Hopper Trail continue straight ahead. From the stone wall (0.0 mi.), cross a field due south toward the treeline along a sparsely marked path.
Enter the trees, and bear right to begin a gentle ascent. At the first of a series of switchbacks, the trail begins to climb much more steeply, broken up somewhat by a number of level stretches. As you gain elevation the grade gradually eases through a large grove of juvenile birch and striped maple. After scrambling through and out of an old rocky gully, you join the Stony Ledge Trail (1.8 mi.) for one final climb past the Stony Ledge shelter and campsite.
Finally, a breathtaking view from Stony Ledge rewards your perseverance. On a clear day it is possible to look down into the Hopper and up to the summits of Mt. Greylock, Fitch, and Williams to the east. Prospect Mountain defines the opposite edge of the Hopper to the north.
48. Hopper Trail

Difficulty: Moderate
Distance: 2.4 miles to Sperry Road, 4.1 miles to Greylock summit
Blazes: Blue
On May 12, 1830 a group of over 100 people, a majority of them Williams students and faculty, left Haley’s farm at the mouth of the Hopper and cut a trail to the summit of Mt. Greylock. The long history and direct route of the Hopper Trail make it one of the most hiked trails in the Mt. Greylock Reservation.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road. Passing through a gate slightly further on, the trail continues along the road between maintained fields. Just beyond a second gate, permanently open, the Haley Farm Trail diverges to the right. After another hundred yards the Hopper Trail also bears off to the right, as the Money Brook Trail continues straight down the hill to a dispersed primitive camping area.
The Hopper Trail ascends through an overgrown pasture. Enter the woods at the southeast corner of the field, and climb gently through an open forest. Through the trees to the left you can hear Hopper Brook, out of sight. At 1.5 mi. pass a cut-off heading north to the Money Brook Trail.
The ascent steepens and you pass through an extensive grove of young trees, before gradually leveling out in a red spruce forest near Sperry Road, just north of the campground (2.4 mi.).
Turn left and walk southeast along Sperry Road and around a bend to the right (south). Look for the Hopper Trail to the left, just after passing the campground office, heading east toward the summit. The trail arrives at a T-intersection with an old wood road. To the right is an extension of the Deer Hill Trail. The Hopper Trail takes a left onto the wood road, crosses a stream and enters a spruce grove.
Continue upward and cross two small streams. At a sharp right turn, the Overlook Trail descends to the left. Stay on the Hopper Trail; it will soon parallel Rockwell Road. The trail ends with the intersection with the Appalachian Trail (AT) (3.2 mi.). Follow the AT to the Mt. Greylock Summit (3.9 mi.).
49. Money Brook Trail

Difficulty: Moderate
Distance: 3.1 miles to Wilbur Clearing lean-to, 3.3 miles to Appalachian Trail, 6.8 miles to Mt. Greylock summit
Blazes: Blue
Coupled with the Appalachian Trail, the Money Brook Trail forms a long, picturesque route to the summit of Mt. Greylock. It also forms a nice circuit with either the Hopper or Prospect Mountain Trails. For much of its length, the trail follows first Hopper Brook and then Money Brook, veering away from them only in the last mile.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road that once extended into the Hopper. Passing through a gate slightly further on, the trail continues along the road between maintained fields.
After the Hopper Trail diverges right, the Money Brook Trail continues to follow the wood road, coming out into a level field alongside Hopper Brook.
A short way beyond the end of the field, cross the Money Brook on the Bob Quay ‘04 memorial bridge. Follow the trail until it reaches a second bridge over Money Brook. About 100 feet beyond the bridge a cut-off marked with blue leads south to the Hopper Trail.
Leave the brook and ascend a hill to the right before descending to cross a small tributary, which may be dry in late summer. Just after crossing Money Brook (1.5 mi.), the Mt. Prospect Trail veers off to the left.
From here the Money Brook Trail follows the stream, but never crosses it. As you gradually gain elevation above the brook, cross a small tributary (2.2 mi.) to a steeper section, eventually making a sharp left (2.5 mi.).
A side trail continues 0.1 mi. straight to Money Brook Falls, a worthwhile diversion, especially in spring. The main trail climbs steeply out of the gorge, and you quickly lose the sound of the stream. At a level section, the Money Brook Cut-off leads 0.3 mi. east to Notch Road.
The Money Brook Trail continues through a stand of spruce, and passes a trail leading west to the Wilbur Clearing Lean-to (3.1 mi.).
Just beyond the shelter the Money Brook Trail terminates at an intersection with the Appalachian Trail (AT) (3.3 mi.). To the left the AT leads up Prospect Mountain, to the right are Notch Road and the AT route over Mts. Williams, Fitch, and Greylock.
50. Mt. Prospect Trail

Difficulty: Difficult
Distance: 4.0 miles to the Appalachian Trail from the Hopper trailhead
Blazes: Blue
The Mt. Prospect Trail is one of the most difficult hikes in the Greylock Reservation, but it is also one of the most beautiful, offering breathtaking views of the Hopper, the “Purple Valley,” and the Taconic Range. Together with the Appalachian and Money Brook Trails, it makes an attractive 7.8 mi. loop.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Take the Money Brook Trail from Haley’s Farm. 1.7 mi. from the trailhead, just after it crosses Money Brook for the last time, the Prospect Mountain Trail diverges to the left.
Leave the Money Brook Trail, and climb gradually up the northwest side of the ravine to the sharp ridge of Prospect Mountain (2.2 mi.), which it follows to the summit (3.0 mi.). The steepness of this section of the trail is compensated for by overlooks with spectacular views of the Hopper, on the western side of Mt. Greylock.
Although there is no view from the top of Mt. Prospect (2,690 feet), a rock cairn marking the summit lets you know your climb is at an end. After passing several viewpoints, the trail ultimately joins the Appalachian Trail (4.0 mi.).
The “Prospect Lookout” at the junction is one of the best views in the Greylock Range. The valleys of the Green River and Hoosic River unfold to the west, at the base of the Taconic Range, and the Green Mountains of Vermont rise to the northwest. In spring and fall, this is also an excellent place to watch migrating hawks sail past.
To return to the Haley Farm, follow the Appalachian Trail to the right (southeast). After 0.3 mi. turn right on the Money Brook Trail and follow it to the Hopper Trailhead (7.8 mi.).
51. Cascades Trail

Difficulty: Easy
Distance: 1.0 mile (round-trip)
Blazes: None
Hidden in the middle of development, the Cascades is a beautiful waterfall in North Adams along Notch Brook.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
Turn right on Marion Avenue (4.2 mi.).
Follow Marion Ave. to its end and park on the right before a split rail fence. There is room for only 2-3 cars.
Google Maps Directions
TRAIL DESCRIPTION
The Cascades Trail is an extension of Marion Avenue, unused by vehicles in recent history. You follow Notch Brook and cross it a couple times. The Cascades (0.5 mi.) plunge about fifty feet where harder rock has eroded more slowly than the marble downstream. Return the way you came (1.0 mi.).

1. Snow Hole

Difficulty: Moderate
Distance: 2.6 miles
Blazes: None
From Petersburg Pass Scenic Area a short hike accesses beautiful views along White Rocks and the spur trails of Shepherd’s Well and Birch Brook. Farther north, the Snow Hole occasionally holds snow and ice well into summer.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.)
Follow Route 2 west to Petersburg Pass (6.2 mi.)
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area
Google Maps Directions
TRAIL DESCRIPTION
Walk north across the highway (0.0 mi.) and up a steep bank to an open shrubby area with fine views. The trail stays west of the ridgeline until you pass the Shepherd’s Well Trail on the right at 0.4 mile. Continue north into a large clearing with panoramic views, particularly from the knoll. At 1.0 mi. the Birch Brook Trail leads east to the Hopkins Memorial Forest Loop Trail. At 2.6 mi. a short path forking to the right leads to the Snow Hole.
2. Taconic Crest Trail
Difficulty: Easy - to - Difficult
Distance: 0.1 - 35 Miles
The Taconic Crest Trail runs 35 miles along the Taconic Range from Pittsfield, MA, to Petersburg, NY, at an average elevation of 2,200 feet. Hikers, mountain bikers, skiers, snowmobilers, and off-road vehicle users share what has become a wide, braided trail system.
Access from North Berkshire County includes, from north to south: Birch Brook Trail, R.R.R. Brooks and Shepherd’s Well Trails, Sara Tenney Trail, Berlin Pass Trail, Class of ’33 Trail, Phelps Trail, and Mills Hollow Trail.
TACONIC CREST TRAIL
NORTH OF PETERSBURG PASS
Difficulty: Moderate
Distances: 0.4 mile to Shepherd’s Well Trail, 1.0 mile to Birch Brook Trail, 2.6 miles to Snow Hole
Blazes: Blue diamonds on white background
From Petersburg Pass Scenic Area a short hike accesses beautiful views along White Rocks and the spur trails of Shepherd’s Well and Birch Brook. Farther north, the Snow Hole often holds snow and ice well into summer.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Take a right and follow Route 2 west to Petersburg Pass (6.2 mi.).
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area.
Google Maps Directions
TRAIL DESCRIPTION
Walk north across the highway (0.0 mi.) and up a steep bank to an open shrubby area with fine views. The trail stays west of the ridgeline until you pass the Shepherd’s Well Trail on the right at 0.4 mile. Continue north into a large clearing with panoramic views, particularly from the knoll. This first mile of trail is known as White Rocks, named after the outcroppings of white quartz vein. At 1.0 mi. the Birch Brook Trail leads east to the Hopkins Memorial Forest Loop Trail. Farther north, you enter Vermont and then return to New York following the ridge. At 2.6 mi. a short path forking to the right leads to The Snow Hole, a deep bedrock cleft that holds snow and ice well into summer and occasionally the year round. Another 4.9 mi. north the Taconic Crest Trail ends at Route 346 in North Petersburg, NY.
TACONIC CREST TRAIL
SOUTH OF PETERSBURG PASS
Difficulty: Moderate
Distances: 1.5 miles to Berlin Pass Trail, 2.7 miles to Berlin Mountain, 5.2 to Mills Hollow, 8.2 miles to Bently Hollow
Blazes: Blue diamonds on white background
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Take a right and follow Route 2 west to Petersburg Pass (6.2 mi.).
Park on the left (south) side of Route 2 at Petersburg Pass Scenic Area.
Google Maps Directions
TRAIL DESCRIPTION
From the parking area, start right (west) of the ridge (0.0 mi.) and ascend the woods road toward the crest. You will skirt west of Mt. Raimer, where a ski lift once served a small system of trails now growing over. You pass through an open area (1.0 mi.) then descend to Berlin Pass (1.5 mi.) where the Berlin Pass Trail joins from the left. Continue south through alternating woods and meadow. The summit of Berlin Mountain affords a 360 degree view (2.7 mi.). The Taconic Crest Trail continues southeast. At 5.2 mi. you reach a saddle and the Mills Hollow Trail near the New York–Massachusetts boundary. Another 3.0 mi. south through forest and field and over several knobs leads to a saddle and the Bently Hollow Trail. The Taconic Crest Trail continues 19.4 mi. south to Route 20 past Rathburn Hollow, Rounds Mountain, the Town of Hancock, Poppy Mountain, and Berry Pond.
3. Birch Brook Trail

Difficulty: Moderate
Distance: 1.4 miles
Blazes: Blue
This spur trail to the Taconic Crest Trail takes you through the Hopkins Memorial Forest from the Loop Trail. The trail begins at the north branch of Birch Brook, its namesake.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north to Bulkley Street (0.3 mi.)
Turn left on Bulkley Street, cross a bridge over Hemlock Brook (0.4 mi.) and ascend a long gradual rise.
When you reach the T-junction with Northwest Hill Road (1.1 mi.), turn right.
The entrance to Hopkins Memorial Forest is on your left. Park in the first parking area to the left.
A few hundred feet beyond is the Rosenburg Center, which contains a small historical museum.
Hike the lower loop to the four-way intersection (1.0 mi.), turn right, and proceed to the Birch Brook Trail (1.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the trail’s start (0.0 mi.), it heads west, briefly paralleling the North Branch of Birch Brook before jogging north, away from the stream. You hike mostly on old road grades with intermittent reroutes to avoid heavily eroded sections. Shortly after the MA/NY border, the Birch Brook Trail terminates at a signpost marking the junction with the Taconic Crest Trail at 1.5 miles. The Snow Hole is 1.6 mi. north. To the south are the Shepherd’s Well Trail (0.6 mi.) and Route 2 (1.1 mi.).
4. Hopkins Memorial Forest (HMF) Loop Trail

Difficulty: Moderate
Distance: 1.5 miles, lower loop; 2.6 miles, upper loop
Blazes: None
Hopkins Memorial Forest is a 2,600-acre research site operated by the Williams College Center for Environmental Studies. There are a wide variety of forest types, ranging from recently overgrown farmland to old woodlot stands of the 19th century. Old farm roads, stone walls and partially visible cellar holes reflect the human history of the property.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north to Bulkley Street (0.3 mi.)
Turn left on Bulkley Street, cross a bridge over Hemlock Brook (0.4 mi.) and ascend a long gradual rise
When you reach the T-junction with Northwest Hill Road (1.1 mi.), turn right
The entrance to Hopkins Memorial Forest is on your left. Park in the first parking area to the left
A few hundred feet beyond is the Rosenburg Center, which contains a small historical museum.
Google Maps Directions
TRAIL DESCRIPTION
The Lower Loop starts just past the Rosenburg Center (0.0 mi.) along a carriage road. Walk to the right past a small cabin (0.1 mi.), the HMF maple sugar operation, and an experimental weather station in a vestigial field. The trail winds before reaching a four-way intersection (0.8 mi.). To return to the Moon Barn via the Lower Loop, turn left, away from the Upper Loop. After a level section the trail descends steeply back to the Rosenburg center. (1.5 mi.) For a longer hike, venture on to the Upper Loop Trail (2.6 mi.). If in search of the Birch Brook Trail, follow the north (right) leg of the loop for a more direct approach. Otherwise, choose either. The trail crosses the middle and north branches of Birch Brook while passing through beautiful forest. This route is a fantastic ski or snowshoe jaunt with enough snow, but take it in the clockwise direction. Upon return to the four-way intersection, return along the Lower Loop for a 4.1 mi. total trip.
5. Shepherd's Well Trail

Difficulty: Moderate
Distance: 1.0 to Taconic Crest Trail
Blazes: Blue
HOW TO GET THERE
Via the R.R.R. Brooks Trail or the Taconic Crest Trail.
TRAIL DESCRIPTION
From the R.R.R. Brooks Trail junction (0.0 mi.), the Shepherd’s Well Trail branches to the right and climbs gently through a forest of maple, beech and oak trees. Just beyond a double blaze signaling an abrupt left turn, the trail enters an open area filled with huckleberries and blueberries. The spectacular view encompasses the Greylock Range to the east and the Taconic Range, the Old Williams College Ski Area and Petersburg Pass to the south. Cross the clearing, the trail levels off, descends gradually and turns right (0.9 mi.) to skirt the ridge. To the right was once a well belonging to a farmer named Shepherd, but all traces of it have now disappeared. Follow the contour around the rise in the ridge to meet the Taconic Crest Trail at a trail sign (1.0 mi.).
6. Sara Tenney Trail

6. Sara Tenney Trail; 7. Bob’s Ski Loop; 10. Hunter Family Loop
Designed for cross-country skiers and commonly accessed via R.R.R. Brooks Trail, this system of trails follows old roads and alternate paths and form the heart of a trail network between Bee Hill Rd. and the Taconic Crest Trail.
Difficulty: Moderate
Distance: 4.0 miles
Blazes: Blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead to R.R.R. Brooks.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
DESCRIPTION
Begin at the R.R.R. Brooks trailhead. Before crossing back over to the south side of the brook (0.2 mi) follow blue blazes up a steep bank to the right. This section skirts the edge of private property. Please stay on the trail.
The first section of trail climbs the steep banks of Flora Glen. After climbing through a stand of hemlock, the trail meets an old road (0.4 mi) and continues on to an intersection of three trails (0.5 mi).
To the right (north) find the bottom of the Hunter Family Loop and Bob's Ski Loop. To the left (south) the Sara Tenney Trail follows the easiest route, along an old road.
The Hunter Family Loop, furthest to the north, climbs gradually up Birch Hill. Take care as you cross a property boundary (1.0 mi), as it is marked with blue paint similar to the trail blazes. Follow a switch-back, and meet Bob's Ski Loop at 1.2 mi.
Bob's Ski Loop follows the eastern ridge up Birch Hill, providing the steepest slope for skiing. Pass an intersection with the Hunter Family Loop and a bypass to the southern route of the Sara Tenney Trail (0.9 mi.). Continue up the ridge, across the top of Birch Hill, and meet an old road (1.2 mi.). Follow the road out to a field maintained by the Deparment of Conservation and Recreation, and an intersection with the Sara Tenney Trail (1.6 mi.).
From the intersection at 0.5 mi. the Sara Tenney follows an old road along the south side of Birch Hill. At 1.1 mi. intersect another forest road, which begins a graded bypass up to Bob's Ski Loop to the north. Continue on the Sara Tenney Trail into an open field (1.3 mi.), pass Bob's Ski Loop to the right (1.4 mi.), and continue through the fields to the old Petersburg Road and a gate at Route 2 (1.9 mi.).
After crossing Route 2, follow the parking area to the east. Just past the end of the guard rail, the trail heads into the woods (2.0 mi). Follow the trail down into Treadwell Hollow. An alternate route, for easier skiing, heads off to the left at 2.1 mi. and re-connects at 2.3 mi.
Follow the trail down a bank to meet an old road (2.4 mi.) and immediately cross Hemlock Brook. Follow the road parelleling the brook until it crosses two branches in quick succession, over partially exposed culverts (2.9 mi.). Continue on a grade north of the brook. Beginning here, the road's drainage has failed completely, so expect muddy conditions throughout the summer.
At 3.2 mi. pass above an abandoned house, sold to the state by Sara Tenney in the 1950's, after the town gave up on maintaining the road's many stream crossings. Continue on the road, past a post marking the NY/MA border (3.8 mi.). The road, buried by the expansion of Route 2, dead-ends in the woods below the parking lot at Petersburg Pass Scenic Area (4.0 mi.).
To find the trail from the parking lot, climb down the steep eastern slope to a flat area overgrown with shrubs, follow the bank of Route 2 to another steep slope. The road begins near to Route 2 at the bottom of the second slope.
7. Bob's Ski Loop

6. Sara Tenney Trail; 7. Bob’s Ski Loop; 10. Hunter Family Loop
Designed for cross-country skiers and commonly accessed via R.R.R. Brooks Trail, this system of trails follows old roads and alternate paths and form the heart of a trail network between Bee Hill Rd. and the Taconic Crest Trail.
Difficulty: Moderate
Distance: 4.0 miles
Blazes: Blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead to R.R.R. Brooks.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
DESCRIPTION
Begin at the R.R.R. Brooks trailhead. Before crossing back over to the south side of the brook (0.2 mi) follow blue blazes up a steep bank to the right. This section skirts the edge of private property. Please stay on the trail.
The first section of trail climbs the steep banks of Flora Glen. After climbing through a stand of hemlock, the trail meets an old road (0.4 mi) and continues on to an intersection of three trails (0.5 mi).
To the right (north) find the bottom of the Hunter Family Loop and Bob's Ski Loop. To the left (south) the Sara Tenney Trail follows the easiest route, along an old road.
The Hunter Family Loop, furthest to the north, climbs gradually up Birch Hill. Take care as you cross a property boundary (1.0 mi), as it is marked with blue paint similar to the trail blazes. Follow a switch-back, and meet Bob's Ski Loop at 1.2 mi.
Bob's Ski Loop follows the eastern ridge up Birch Hill, providing the steepest slope for skiing. Pass an intersection with the Hunter Family Loop and a bypass to the southern route of the Sara Tenney Trail (0.9 mi.). Continue up the ridge, across the top of Birch Hill, and meet an old road (1.2 mi.). Follow the road out to a field maintained by the Deparment of Conservation and Recreation, and an intersection with the Sara Tenney Trail (1.6 mi.).
From the intersection at 0.5 mi. the Sara Tenney follows an old road along the south side of Birch Hill. At 1.1 mi. intersect another forest road, which begins a graded bypass up to Bob's Ski Loop to the north. Continue on the Sara Tenney Trail into an open field (1.3 mi.), pass Bob's Ski Loop to the right (1.4 mi.), and continue through the fields to the old Petersburg Road and a gate at Route 2 (1.9 mi.).
After crossing Route 2, follow the parking area to the east. Just past the end of the guard rail, the trail heads into the woods (2.0 mi). Follow the trail down into Treadwell Hollow. An alternate route, for easier skiing, heads off to the left at 2.1 mi. and re-connects at 2.3 mi.
Follow the trail down a bank to meet an old road (2.4 mi.) and immediately cross Hemlock Brook. Follow the road parelleling the brook until it crosses two branches in quick succession, over partially exposed culverts (2.9 mi.). Continue on a grade north of the brook. Beginning here, the road's drainage has failed completely, so expect muddy conditions throughout the summer.
At 3.2 mi. pass above an abandoned house, sold to the state by Sara Tenney in the 1950's, after the town gave up on maintaining the road's many stream crossings. Continue on the road, past a post marking the NY/MA border (3.8 mi.). The road, buried by the expansion of Route 2, dead-ends in the woods below the parking lot at Petersburg Pass Scenic Area (4.0 mi.).
To find the trail from the parking lot, climb down the steep eastern slope to a flat area overgrown with shrubs, follow the bank of Route 2 to another steep slope. The road begins near to Route 2 at the bottom of the second slope.
8. Turnpike Trail

Difficulty: Easy
Distance: 0.9 miles to join the Sara Tenney Trail
Blazes: None until 0.75 mi.; then, blue
This trail takes advantage of a well-preserved woods road to access the Sara Tenney Trail.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south (2.2 mi.).
Turn right on Route 2 west.
Turn left on Torrey Woods Road (2.5 mi.).
Continue on Berlin Road (2.9 mi.), where the surface changes from pavement to dirt.
Look carefully on the right for a small gravel pull-off and a large metal gate (4.3 mi.). Park here.
Google Maps Directions
TRAIL DESCRIPTION
The trail starts (0.0 mi.) at a large metal gate. Walk past it onto an old woods road and continue through a young beech forest. At 0.1 mi., another woods road joins in from the left. Continue straight. Soon after, note an old stone wall on either side of the trail (0.28 mi.), with a very large oak growing through the wall on the right side of the trail. The trail begins a gentle curve left (0.4 mi.) into more mature forest. Cross into Massachusetts State Forest at 0.75 mi., a boundary marked by blue diamond blaze markers. At this point in the trail, light blue paint blazes mark the way. Cross a small stream near a fern-filled glade (0.83 mi.), and soon after, reach the junction with the Sara Tenney Trail (0.9 mi.). Turn left to access the Taconic Crest Trail. Turn right to access a parking area on Route 2.
9. R.R.R. Brooks Trail

R.R.R. BROOKS TRAIL
Difficulty: Moderate
Distances: 1.8 miles to Old Petersburg Road, 2.4 miles to Shepherd’s Well Trail, 2.9 miles to Route 2
Blazes: Blue
Running parallel to Route 2, this trail offers hikers a direct route from Williamstown to Petersburg Pass, passing through the 930-acre Taconic Trail State Park along the way. R.R.R. Brooks is named for a former dean of Williams College, who lived on Bee Hill Road and originally cleared the trail. One of the highlights is Flora Glen, a beautiful wooded area that is believed to have been the inspiration for William Cullen Bryant’s poem Thanatopsis.
HOW TO GET THERE
From the intersection of Routes 2 and 7 (the roundabout):
Take Route 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead on the right.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot on the right (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
TRAIL DESCRIPTION
Although the Fitch Trail provides access to the R.R.R. Brooks Trail and makes a nice 1.8 mi. loop, this description will assume you have walked 0.5 mi. down Bee Hill Rd. to the trailhead, or been dropped off.
The trail begins at the south end of a defunct dam (0.0 mi.) and skirts a former pond. This section borders private property, so please walk only on the trail. Here is Flora Glen, nearly always wet, and a sea of ferns during the spring and summer months.
The trail descends to the level of the stream (0.5 mi.), and makes an abrupt left (0.6 mi.) to climb steeply up a series of steps out of the streambed. Just below the remains of an old Boy Scout shelter (0.8 mi.), the Fitch Trail enters from the left.
After a bridge (0.9 mi.), you pass through a forest of birch and beech trees, and emerge at the edge of a large field (1.4 mi.). A sign identifies the R.R.R Brooks Trail for descending hikers.
Hike uphill (west) through the field and stay left (south) of the tree island. Tall grass can make for difficult navigation across this open area. Your path and Route 2 will gradually converge towards the Old Petersburg Rd, and the Sara Tenney Trail (1.8 mi.). If you are misplaced when you hit this double track jeep road, walk toward Route 2 (south) to pick up the upper section of R.R.R Brooks.
Across Route 2 from Old Petersburg Road is a pull-out where a vehicle shuttle could be arranged. To continue toward the Taconic Crest, enter the woods 250 feet from Route 2 on a wide path marked by a sign and blue blazes. You merge with a road grade from the left and parallel Route 2 up a gentle ascent on this wide-open trail.
At 2.4 mi. you will reach the junction with the Shepherd’s Well Trail. To the left, the R.R.R Brooks Trail continues on a dirt road, until it makes a short descent to the left that leads to Route 2 (2.9 mi.). There is no parking at Route 2. The Petersburg Pass Scenic area is 0.4 mi. west along the road.
10. Hunter Family Trail

6. Sara Tenney Trail; 7. Bob’s Ski Loop; 10. Hunter Family Loop
Designed for cross-country skiers and commonly accessed via R.R.R. Brooks Trail, this system of trails follows old roads and alternate paths and form the heart of a trail network between Bee Hill Rd. and the Taconic Crest Trail.
Difficulty: Moderate
Distance: 4.0 miles
Blazes: Blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 south.
Turn right on Bee Hill Road (0.6 mi.) and drive up the hill and over a bridge. A sign marks the trailhead to R.R.R. Brooks.
No parking is available at the trailhead. Instead, continue along Bee Hill Road to the Fitch Trail lot (1.3 mi.), or one of the pullouts beyond it on the left.
Google Maps Directions
DESCRIPTION
Begin at the R.R.R. Brooks trailhead. Before crossing back over to the south side of the brook (0.2 mi) follow blue blazes up a steep bank to the right. This section skirts the edge of private property. Please stay on the trail.
The first section of trail climbs the steep banks of Flora Glen. After climbing through a stand of hemlock, the trail meets an old road (0.4 mi) and continues on to an intersection of three trails (0.5 mi).
To the right (north) find the bottom of the Hunter Family Loop and Bob's Ski Loop. To the left (south) the Sara Tenney Trail follows the easiest route, along an old road.
The Hunter Family Loop, furthest to the north, climbs gradually up Birch Hill. Take care as you cross a property boundary (1.0 mi), as it is marked with blue paint similar to the trail blazes. Follow a switch-back, and meet Bob's Ski Loop at 1.2 mi.
Bob's Ski Loop follows the eastern ridge up Birch Hill, providing the steepest slope for skiing. Pass an intersection with the Hunter Family Loop and a bypass to the southern route of the Sara Tenney Trail (0.9 mi.). Continue up the ridge, across the top of Birch Hill, and meet an old road (1.2 mi.). Follow the road out to a field maintained by the Deparment of Conservation and Recreation, and an intersection with the Sara Tenney Trail (1.6 mi.).
From the intersection at 0.5 mi. the Sara Tenney follows an old road along the south side of Birch Hill. At 1.1 mi. intersect another forest road, which begins a graded bypass up to Bob's Ski Loop to the north. Continue on the Sara Tenney Trail into an open field (1.3 mi.), pass Bob's Ski Loop to the right (1.4 mi.), and continue through the fields to the old Petersburg Road and a gate at Route 2 (1.9 mi.).
After crossing Route 2, follow the parking area to the east. Just past the end of the guard rail, the trail heads into the woods (2.0 mi). Follow the trail down into Treadwell Hollow. An alternate route, for easier skiing, heads off to the left at 2.1 mi. and re-connects at 2.3 mi.
Follow the trail down a bank to meet an old road (2.4 mi.) and immediately cross Hemlock Brook. Follow the road parelleling the brook until it crosses two branches in quick succession, over partially exposed culverts (2.9 mi.). Continue on a grade north of the brook. Beginning here, the road's drainage has failed completely, so expect muddy conditions throughout the summer.
At 3.2 mi. pass above an abandoned house, sold to the state by Sara Tenney in the 1950's, after the town gave up on maintaining the road's many stream crossings. Continue on the road, past a post marking the NY/MA border (3.8 mi.). The road, buried by the expansion of Route 2, dead-ends in the woods below the parking lot at Petersburg Pass Scenic Area (4.0 mi.).
To find the trail from the parking lot, climb down the steep eastern slope to a flat area overgrown with shrubs, follow the bank of Route 2 to another steep slope. The road begins near to Route 2 at the bottom of the second slope.
11. Buxton Ravine Trail (Hatton Trail)

Difficulty: Moderate
Distance: 1.0 to Hunter Family Loop
Blazes: Light blue
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Head west on Main St. (0.7)
Continue on to Petersburg Rd.
Park in a small gravel pull-off on the left (0.75 mi.)
The trailhead begins here at the stream's edge.
Google Maps Directions
TRAIL DESCRIPTION
At the gravel parking area, note a yellow sign near the stream: "Town of Williamstown Conservation Land." The trail begins at the stream's edge. Cross over the stream and into a Hemlock stand. Begin walking uphill (south) through a beech and maple forest, eventually working your way to a small ridge line on the left. The trail joins an old woods road (0.23 mi.), and soon after, another old woods road merges into the trail as well. Head right (west) at 0.35 mi., and cross a small seasonal stream. The trail levels out at 0.5 mi. but again ascends before winding to the west at 0.85 mi. Take a sharp left turn off of Williamstown Conservation Land (0.9 mi.) into the Taconic Trail State Park. At 1.0 mi., reach a junction with the Hunter Family Loop.
12. Berlin Pass Trail

Difficulty: Moderate
Distance: 0.8 miles to Berlin Pass, 2.0 miles to Berlin Mountain
Blazes: Blue
For an afternoon hike or direct access to the Taconic Crest Trail, try the Berlin Pass Trail. A one mile walk leads to wind-swept meadows with panoramic views. Continue farther to summit Berlin Mountain.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue straight to a dead end below the Old Williams College Ski Area (5.1 mi.).
Park on the side of the ski area parking lot.
Google Maps Directions
TRAIL DESCRIPTION
From the ski area parking lot (0.0 mi.), follow a jeep road into the woods on the north (right side when driving in). The trail swings west through a mixed hardwood forest of ash, sugar maple, poplar and red oak. After crossing a brook, the trail emerges into the brushy saddle known as Berlin Pass. At Berlin Pass, turn left (south) to continue on the Taconic Crest Trail, which runs north-south. Berlin Mountain is 1.2 mi. south and Petersburg Pass is 1.5 mi. to the north. For a loop back to the parking lot you may climb Berlin Mountain and then descend via the steep Old Williams College Ski Area (3.0 mi.) or the Class of ’33 Trail (4.5 mi.).
13. WRLF Loop

Difficulty: Easy
Distance: 1.4 miles
Blazes: Blue diamond markers
During the summer of 1998, the Williamstown Rural Lands Foundation designed and installed this short interpretive loop trail. Small signs along the trail offer natural history information to hikers.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue until a small parking pullout on the left (4.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area you may start directly on the Haley Brook Cut-off Trail for a shorter loop, including a spur trail to a deck overlooking a waterfall, or walk 400 feet back down the road you drove in on to the Loop Trail and Class of ’33 Trail trailhead. Each trail is well blazed to and across Haley Brook to a relatively level logging grade south of the brook. At the road, walk right (west). The trail ends at the Old Williams College Ski Area from where you may retrace your steps or return via Berlin Road.
14. Class of '33 Trail

Difficulty: Difficult
Distance: 2.0 miles
Blazes: Blue
Members of the Williams Outing Club constructed this trail up Berlin Mountain in the fall of 1933. Slightly longer than the route via the Berlin Pass Trail, it is an extremely pretty - though steep - hike through classic New England mountain woods.
HOW TO GET THERE:
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest to where they split (2.3 mi.).
Turn right (west) on Route 2 and then left on Torrey Woods Road (2.6 mi.).
At the first intersection, continue straight (3.0 mi.).
At a fork (3.8 mi.) follow the left road (Berlin Mountain Road).
Continue until a small parking pullout on the left (4.7 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area is a cut-off for the Williamstown Rural Lands Foundation (WRLF) Loop Trail. To access the Class of ’33 trail or the entire Loop Trail, walk 400 feet back the way you drove in. On the south side is a signed trailhead (0.0 mi.) Follow through left and right turns to Haley Brook. Cross the brook and climb the far bank to a well-signed junction. Bear left (east) to stay on the Class of ’33 Trail, where the Loop Trail continues to the right. Follow blazes uphill and right (south) through hemlocks and up a deeply gullied logging grade (0.4 mi.) to a level area and hemlock grove.
Descend to the site of a long-abandoned outhouse (0.7 mi.). Heed a sharp right switchback to the brook then gain a logging grade on the far side. Bear left to follow a steady steep grade to the mountain ridge above. At 1.2 mi. you will gain the ridge leading west to the summit of Berlin Mountain. One last turn left up the top of the Old Williams College Ski Area will bring you to the clear summit of Berlin Mountain (2.0 mi.).
There are three options for return to the parking lot. You may retrace your route on the Class of ’33 Trail for a 4.0 mi. round trip. Alternatively, instead of taking your first right onto the ’33 Trail, continue (northeast) down the abandoned ski slope (3.5 mi. total). This route is sporadically maintained and extremely steep. Use caution.
Finally, you may follow the Taconic Crest Trail (white and blue diamond markers) and off-road vehicle tracks north to the Berlin Pass Trail and back to your vehicle (4.3 mi.).
15. Sheep Hill Trails

Difficulty: Easy-to-Moderate
Distance: 0.1 - 3 miles
Blazes: Meadow Walk and Rosenburg Ramble, none; Fitch and Running Pine Trails, blue
A variety of trails are accessible from Sheep Hill: The Meadow Walk, the Rosenburg Ramble, and the Fitch and Running Pine Trails.
HOW TO GET THERE
To Sheep Hill
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
Pass the intersection with Bee Hill Road and turn right at Sheep Hill, immediately after crossing the first bridge (1.0 mi.).
Parking is available at the bottom of the drive, and beyond the farmhouse, behind the garage.
Google Maps Directions
To Fitch and Running Pine Trails
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
Turn right onto Bee Hill Road (0.7 mi).
Continue up Bee Hill Road.
At 1.3 mi., a small parking area is on the right.
Google Maps Directions
TRAIL DESCRIPTION
The Meadow Walk and The Rosenburg Ramble are accessible from Sheep Hill.
The Meadow Walk follows the lower portion of the hill for a short easy loop.
The Rosenburg Ramble is a 1.5 mi. loop around the perimeter of the fields, including two parking areas along the top, which are also accessible from Bee Hill Road and offer panoramic views of the Greylock range. Bee Hill Road also provides access to the Fitch Trail and Running Pine Trail for extended hikes.
The Fitch Trail climbs somewhat steeply through a thin second-growth forest, and for a short distance follows the route of an old woods road into a dense stand of hemlocks, where it turns sharply left and heads uphill again. When the trail levels, it passes through an impressive group of old-growth maples. Passing through a field of ferns, the trail goes up gently over the top of Bee Hill. It then heads down the far side of the hill and turns sharply right. (You may see blazes indicating the path of an unofficial side trail going straight.) The Fitch Trail heads downhill into Flora’s Glen, a steep-sided and secluded valley drained by Flora’s Glen Brook. The trail terminates at a T-junction with the RRR Brooks trail, which runs parallel to the brook.
Left on the R.R.R. Brooks Trail takes to the Taconic Crest Trail via the Shepherd’s Well Trail. Right on the Brooks Trail takes you to a trailhead at Bee Hill Rd. At the trailhead you can turn right and walk 0.5 m uphill on Bee Hill Rd. to your starting point.
Running Pine Trail is a short (.65 mi.), horseshoe-shaped spur that leaves and then rejoins the Fitch trail. From the parking lot on Bee Hill Road, start on the Fitch Trail. At 0.1 mi., turn left at the junction where a sign notes the junction with Running Pine Trail. Follow a set of small stone steps uphill and zig-zag your way through about 10 switchbacks in quick succession. At 0.6 mi., note a large stone wall running adjacent the trail, and also Massachusetts State Forest boundary markers, which are blue (just like the Running Pine Trail's blazes). Walk alongside the wall, keeping it to your left, until you reach the trail's end at another junction with the Fitch Trail. Turn left to continue on to R.R.R. Brooks Trail, or turn right to return to the parking area on Bee Hill Road.
16. Margaret Lindley Park

Difficulty: Easy
Distance: 0.85 mi.
Blazes: Yellow
This gently rolling trail network passes through peaceful hemlock forest and along the banks of Hemlock Brook. It can also be used to access the Harmon Pond Trail.
HOW TO GET THERE:
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Routes 7 and 2 southwest (2.3 mi.).
Turn right (west) into Margaret Lindley Park just after Route 2 leaves Route 7 (2.31 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the parking area, walk to the far side of the swimming pond and the forest's edge. You will see a trailhead (0.0 mi.) sign for Hemlock Brook Trail and Torrey Woods Trail. Note: The Torrey Woods Trail network encompasses the Hemlock Brook Trail. Follow yellow blazes on the Torrey Woods Trail, and at 0.1 mi., reach a four-way junction marking various intersecting routes of this trail. Turn right to cross a large wooden bridge. Continue straight past a right turn uphill (0.2 mi.) that leads to an alternate parking area off of Route 2, and continue along the brook. Make a slight right turn up and away from the brook and continue across a foot bridge (ignoring another right turn to the alternate parking area off of Route 2). At 0.46 mi., the trail becomes the Hemlock Brook Trail on Williamstown Rural Lands Foundation (WRLF) property. Cross a third foot bridge and then, soon after, a fourth, before fording Hemlock Brook on large step-stones (0.54 mi.). At the far bank, turn left to return to Margaret Lindley Park. Walk through riparian habitat and exit WRLF property at 0.72 mi. Arrive at a junction (0.75 mi.): straight leads back to the Park.
A right turn takes you to Sweet Brook Rd. and the Harmon Pond Trail. (To go to Sweet Brook Rd., walk for less than 0.1 mi. up and away from the stream, onto a plateau. Pass a small vernal pool as you approach the road. Exit and cross the road to get to Harmon Pond, or continue on the trail to loop back down to the Torrey Woods Loop.)
Continue straight, soon passing through the original four-way junction (0.85 mi.) you encountered at the start of the hike. On your left is the bridge; to the right is a very short alternate route to the Margaret Lindley Park parking lot, as well as the return-trail from the Sweet Brook Rd. spur.
17. Mount Regional Greylock High School

Difficulty: Easy
Distance: 1.3 miles
Blazes: None
This small network of wide trails is used for training and racing by the Mount Greylock Regional High School cross-country running and skiing teams, as well as the Williams College cross-country running team.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south to Mount Greylock Regional High School (3.4 mi.).
Turn right at the high school and park.
Walk behind the school to the football field.
The trails begin near the south side of the field: there is a mowed, uphill trail through the grass heading southwest (less than 0.1 mi.) past the football field. It leads to a wooden bench. This is the trailhead.
Google Maps Directions
TRAIL DESCRIPTION
From the trail's start at the wooden bench (0.0 mi.), hike into the woods on a wide trail lined with wood chips. After 0.25 mi., the trail makes an abrupt 90-degree turn (east) downhill and winds back to the football field (0.45 mi.). Hug the tree line on your left and continue walking past the field before re-entering the woods (0.6 mi.). Pass briefly through a grassy field before committing again to the woods trail under a maple canopy, heading northeast. Hike down a short, steep hill before curving right and notice an old stone wall extending on either side of the trail. Continue, keeping the wall on your right as you now head uphill, cresting at a T-junction (0.8 mi.).
Left will take you downhill along a utility line before looping you back south (0.9 mi.) near the Sweetwood Retirement Community. Hug the tree line on your right for 60 yards and re-enter the woods on an uphill trail. Reach the hill's crest (1.1). Just past it is another junction: head straight to exit the woods down to the high school's playing fields, near where you started; or turn right (north) and continue on the woods trail down Hil's Hill. Another T-junction awaits (1.25 mi.). A right turn will take you 125 yards to the previous T-junction (just prior the utility line and Sweetwood Retirement Community). Left will continue the trail and bring you to its exit near the northeast side of the football fields (1.33 mi.).
18. Field Farm

Difficulty: Easy
Distance: 4.5 miles of trails
Blazes: Yellow
Field Farm is a 316 acre property managed by The Trustees of Reservations. It has been farmed continuously since the founding of Williamstown, and a 4.5 mile system of loop trails visits varied habitats on the property.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road.
One mile up Sloan Road is the signed entrance to Field Farm (5.1 mi. on the right).
Enter the property and take the first right to an information board and parking area.
Google Maps Directions
TRAIL DESCRIPTION
At the trailhead are a small nature center and an information board with maps to the network of trails. Take a short walk on the Pond Trail for views of wetland wildlife. The South Trail offers a 1.5 mi. round trip, beginning with a walk along the edge of a wetland and excellent views of the Greylock range to the east. The North Trail, Oak Loop, and Caves Trail offer loops varying in length from 1.5 to 3 mi. through fields and forest.
19. Phelps Trail

Difficulty: Difficult
Distance: 1.9 miles to the Taconic Crest Trail
Blazes: Blue
This trail, constructed in the 1990s, ascends a ridge jutting east from the Taconic Range, providing access to the Taconic Crest Trail.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road.
Follow Sloan Road to the T-intersection with Oblong Road, and turn left (5.3 mi.).
The trailhead is on the right (west), at a parking area marked with blue State Forest boundary tags and a large sign (5.6 mi.).
Google Maps Directions
TRAIL DESCRIPTION
From the trail sign (0.0 mi.), follow blue blazes west across an open field and into the woods. After crossing a fence line, enter an area of fir and hemlock trees before the intersection with an old woods road (0.2 mi.). Turn left onto the wood road and climb moderately into a mixed deciduous forest where the trail turns sharply to the right in the first of several switchbacks (0.3 mi.). The trail turns sharply right to leave a wood road and climb more steeply at 0.7 miles. At 1.0 mi., the trail crosses through a gap in the first of three old stone walls. After crossing the third stone wall (1.3 mi.), the trail levels briefly before beginning the final ascent to the Taconic Crest Trail (1.9 mi.).
The Taconic Crest Trail (TCT) runs north-to-south along the range crest. It is blazed with white and blue diamond tags nailed to trees along the trail. From the Phelps Trail/TCT junction, Berlin Mountain is approximately 1.9 mi. to the north. 1.0 mi. to the south is the junction of the TCT, Mills Hollow, and Southeast Hollow Trails.
20. Mills Hollow Trail

Difficulty: Moderate
Distance: 1.6 miles
Blazes: Blue
Mills Hollow was once the only route from South Williamstown over the Taconic Range to Albany and other New York towns.
HOW TO GET THERE
Take Route 7 south from Williamstown to Five Corners (4.1 mi.), the junction with Route 43 (flashing traffic light).
Turn right on Route 43, and immediately right on Sloan Road (west).
Go west on Sloan Road to the T-intersection with Oblong Road, and turn left (5.3 mi.).
Park at the Phelps Trail trailhead on the right (west), marked with blue State Forest boundary tags and a large sign (5.6 mi.).
The Mills Hollow Trail starts 0.4 mi. farther along Oblong Rd (6.0 mi. total). Use the gravel road past a red gate.
Google Maps Directions
TRAIL DESCRIPTION
From Oblong Road the Mills Hollow Trail (0.0 mi.) begins on a gravel road a couple hundred feet south of a red gate. Follow the gravel road across a field and into the woods; please respect the private property in this area. The road grade climbs steadily up the north side of Mills Hollow. At 1.6 mi. you reach the Taconic Crest Trail at the Massachusetts and New York state boundary. Southeast Hollow drops west into New York. A nice loop may be made with the Phelps Trail (4.7 mi. total).
21. Stone Hill Trails

Difficulty: Easy-to-Moderate
Distance: 0.3 to 2.0 miles
Blazes: Varied
Stone Hill is home to an array of hiking trails, all of which are accessible from the Sterling and Francine Clark Art Institute’s grounds. Open views, an historic town road, and winding trails in the woods comprise this rambling network. Short hikes can be completed on their own or tied in with other Stone Hill trails to form more lengthy routes.
Visit the Sterling and Francine Clark Art Institute’s website for a comprehensive map of the trails.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take South St. south.
At 0.6 mi, turn right to park at the Sterling and Francine Clark Art Institute.
Google Maps Directions
22. Linear Park

Difficulty: Easy
Distance: Short walk
Blazes: Blue
This park is situated at the confluence of the Green River and Hoosic River. It includes tennis courts and trails.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east, past the Cole Ave intersection.
Turn left at Linear Park road (1.0 mi), after passing the graveyard to your right.
Park next to the tennis courts.
Google Maps Directions
TRAIL DESCRIPTION
The trails begin along a road to the right of a sign board with a map and information about the area. A trail to the southeast skirts a corn field. To the northwest, explore vibrant flood-plain forest.
23. Chestnut Trail

Difficulty: Easy
Distance: 0.7 miles
Blazes: Blue
In conjunction with the Class of ‘98 Trail, the Chestnut trail offers an alternate route to Pine Cobble.
HOW TO GET THERE
Take Route 2 east from its junction with Route 7 (the roundabout).
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn left on N. Hoosac (1.4 mi.) and then right on Chestnut Road at 1.5 miles.
The trailhead is on the right, opposite an open field, at about 1.7 mi.
Park on the side of the road.
Google Maps Directions
TRAIL DESCRIPTION
From the trailhead at Chestnut Road, the trail follows an old forest road for a moderate 0.7 mi. climb through oak forest to the intersection with the Class of ‘98 Trail. At this intersection, turn right (south) for the most direct route to Pine Cobble, or head left (north) to complete a 2.5 mi. loop with the Class of ’98 Trail, Appalachian Trail, and Pine Cobble Trail. If hiking the loop, descend from the Pine Cobble Overlook via the Pine Cobble Trail. At 0.8 mi. from the Pine Cobble overlook, the junction with the Class of ’98 Trail is on the right, opposite a sign indicating 0.8 mi. to the summit of Pine Cobble. Follow the Class of ’98 Trail until it meets again with the Chestnut Trail and head left to return to the trailhead.
24. Pine Cobble Trail

Difficulty: Moderate
Distance: 1.6 miles to Pine Cobble; 2.1 miles to Appalachian Trail
Blazes: Blue
Pine Cobble offers one of the finest panoramic views of the Hoosic River valley.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn right on N. Hoosac (1.4 mi.) and then left on Pine Cobble Road at 1.8 miles.
Park in the parking area on the left 0.2 mi. up the hill. The trailhead is across the road.
Google Maps Directions
TRAIL DESCRIPTION
At the Pine Cobble Trail sign (0.0 mi.) hike parallel to the road for 200 yards before turning left and ascending gradually into the woods. The trail levels out on a plateau at 0.5 mi. Continue at a moderately steep grade, past the beginning of the Class of ‘98 Trail, to a more level area at 1.0 mi. where the trail turns to the southeast. Cross two small jumbled rock outcroppings. As you continue uphill, watch for an unusual triplet oak tree with a water-filled basin at its center (1.4 mi.). A steep stretch completes the climb (1.5 mi.). A sign marks the hill’s crest: several short (0.1 mi.) trails to the right lead out onto the quartzite outcrops of Pine Cobble. If you instead head left at the sign, you soon emerge onto a boulder field. A short climb leads to the summit of East Mountain, where the Pine Cobble Trail joins the Appalachian Trail (2.1 mi.).
25. Class of '98 Trail

Difficulty: Moderate
Distance: 1.5 miles, Pine Cobble Trail to Appalachian Trail
Blazes: Blue
The ‘98 trail, completed by Williams College students in 1999, was given as a gift from the graduating class of 1998 to the College. Together, the ‘98, Appalachian, and Pine Cobble Trails form a 2.5 mi. circuit.
HOW TO GET THERE
This trail is accessed from the Pine Cobble Trail.
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout).
Follow Route 2 east.
After 0.6 mi., turn left on Cole Ave. at the first stoplight.
You will cross a bridge over the Hoosic River just before North Hoosac Rd.
Turn right on N. Hoosac (1.4 mi.) and then left on Pine Cobble Road at 1.8 miles.
Park in the parking area on the left 0.2 mi. up the hill. The trailhead is across the road.
Google Maps Directions
TRAIL DESCRIPTION
From the Pine Cobble Trail: From the trailhead, hike for 0.9 mi. The junction with the Class of ‘98 Trail is on the left, opposite a sign indicating 0.8 mi. to the summit of Pine Cobble. The first leg of the trail heads north from the Pine Cobble Trail and follows a flat grade along the base of one of the area’s characteristic quartzite outcrops, with views of boulders and small cliffs. Beyond the intersection with the Chestnut Trail, the trail passes through an area of dense regrowth forest and patches of mountain laurel (blooms in June), then begins the steep, rocky, ascent of the ridge it has been following (0.8 mi.). At 1.25 mi. the trail crosses the border of Clarksburg State Forest, which is also blazed with blue. After the first ascent, the trail climbs moderately to the intersection with the Appalachian Trail (1.5 mi.). Head south along the Appalachian Trail 0.2 mi. to the intersection with the Pine Cobble Trail.
26. Mountain Meadow Preserve

Difficulty: Easy
Distance: 4.5 miles of trails
Blazes: yellow
Mountain Meadow is a trail system operated by the Trustees of Reservations. The 4.5 mile system of trails, accessible from two parking lots (in Williamstown, MA and Pownal, VT), offers many options for short hikes. An information board, with maps of the property, is available at each of the parking lots. Check the map for points of interest including views, gravel pits, and the ruins of two buildings. As you walk through the forest, look for old fence lines and stone walls, evidence that this land was once used for agriculture despite its gravelly soil.
How to get there:
Williamstown Parking Area:
From the intersection of Rts. 2 and 7 (the roundabout) in Williamstown:
Take Rt. 7 north for 1.7 mi.
Turn right onto Mason St. and follow to trails entrance and parking.
Google Maps Directions
Pownal Parking Area:
From the intersection of Routes 2 and 7 (the roundabout) in Williamstown:
Take Rt. 7 north 1.7 mi.
Turn right onto Sand Springs Rd.
Bear right onto Bridges Rd.
Turn left onto White Oaks Rd. (2.0 mi.), follow across the Vermont border (3.1 mi.).
Continue 0.1 mi. to entrance and parking on left.
Google Maps Directions
Trail Description
From the Williamstown lot: Access a loop around an open meadow with views of Greylock and the Taconics (0.8 mi.), and a forested loop to an obstructed summit view (1.3 mi.).
From the Pownal lot: Access loops from 0.3 mi. to 2.0 mi.
27. The Dome Trail

Difficulty: Moderate
Distance: 1.2 miles to Agawon Trail, 2.6 miles to summit
Blazes: Red
Directly to the north of Williamstown, the Dome stands out among the surrounding mountains with its massive rounded summit.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Drive north on Route 7.
At 1.1 mi., cross the Hoosic River.
Turn right on Sand Springs Rd. at 1.6 miles. Keep right on main road until it becomes Bridges Road.
Turn left on White Oaks Rd. (2.1 mi.) and drive uphill.
The pavement ends at the Vermont border (3.3 mi.), follow the dirt road farther uphill past a small pond to a pullout on the right (3.6 mi.).
There is a sign and chained road marking the Dome Trail.
Google Maps Directions
TRAIL DESCRIPTION
From White Oaks Road (0.0 mi.), follow an old road through a clearing and enter the forest heading east (0.2 mi.). The trail ascends steadily and at 0.5 mi. takes a sharp left (northwest) off the wood road. You pass through several Y intersections with logging roads and paths (follow blazes). At 1.2 mi., you reach a junction with the Agawon Trail (yellow blazes), which bears off to the right. Just beyond is Meeting House Rock (1.3 mi.), a large boulder that roughly marks halfway to the summit. Continue past the rock to an intersection marked by an abandoned truck (1.7 mi.). Bear right (northeast) and follow the marked trail over a series of small terraces and through several jogs left and right. Near the summit you emerge onto a ledge, dip down into a boggy area, and ascend to a last series of ledges that extend to the top of the mountain (2.6 mi.).
28. Agawon Trail

Difficulty: Moderate
Distance: 0.7 miles, Dome Trail to Broad Brook Trail
Blazes: Yellow
Williams College students cleared the Agawon Trail in the spring of 1959, to provide a route from Dome Trail to Broad Brook. Together the Dome, Agawon and Broad Brook Trails form a pleasant 6.5 mi. circuit.
HOW TO GET THERE
From the Dome Trail: Follow the Dome Trail for 1.2 mi. from its trailhead. The junction with the Agawon Trail, clearly marked with a trail sign, is on the right just below Meeting House Rock, an obvious large boulder.
From the Broad Brook Trail: After the second stream crossing from the White Oaks Road trailhead (1.3 mi.), a sign marks the Agawon trail junction to the left (northwest).
Google Maps Directions
TRAIL DESCRIPTION
From the Dome Trail, the Agawon Trail heads off to the northeast. After about 100 yards, follow a sharp right turn and descend. A small brook appears on the left before disappearing underground. The trail becomes steeper, eventually emerging onto a bluff overlooking Broad Brook. There it turns right and intersects with the Broad Brook trail after a last 100 yards.
29. Broad Brook Trail

Difficulty: Moderate
Distance: 1.3 miles to Agawon Trail, 3.7 miles to County Road
Blazes: Blue
This trail follows the course of Broad Brook as it winds around and up the eastern side of the Dome, passing through rugged and heavily wooded country.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 north towards Bennington.
At 1.1 mi. you cross the Hoosic River flowing to the left (west).
Turn right on Sand Springs Rd. at 1.6 miles. Keep right on main road until it becomes Bridges Road.
Turn left on White Oaks Rd. (2.1 mi.) and drive uphill along Broad Brook.
The pavement ends at the Vermont border (3.3 mi.). A pullout on the right marks the trailhead. The large pull-out is also a school bus turn-around; be sure to leave space.
Google Maps Directions
TRAIL DESCRIPTION
The trail begins at the northern corner of the parking lot (0.0 mi.). It briefly joins a dirt road before bearing right into the woods (0.1 mi.) where it parallels a spillway of the old North Adams waterworks. Stay on the right side of the stream, winding through a hemlock and spruce forest before crossing the brook for the first time (1.1 mi.). At high water these crossings may be treacherous or impossible. Use caution.
Just before a second crossing (1.3 mi.), a signpost marks the junction with the Agawon Trail, which diverges to the left and ascends to join the Dome Trail. From here, follow the brook. Bear right and carefully cross the current.
At 1.8 mi. an old wagon track connected to Henderson Road joins from the right (southeast), and both cross the brook. The road then climbs away to the left (northwest), as the trail resumes its old course along the brook.
Continue on the northwest bank of Broad Brook, cross a small tributary (2.3 mi.), and climb steeply through a dense pine forest. Descend back to the valley floor, cross another small stream (2.4 mi.), and ascend the shoulder on the northwest side of the brook, passing through a hemlock grove.
When you arrive at the convergence of two streams forming Broad Brook (3.0 mi.), the trail follows the tributary to the east. Cross the north branch, climb a hill between the two streams, turn right (3.1 mi.), and then descend to and cross the tributary again (3.3 mi.). The trail terminates at Risky Ranch Road after 3.7 miles.
To the left (north), Risky Ranch Road intersects County Road, which continues into Pownal, Vermont. To the right (southeast) you will cross the Long Trail/Appalachian Trail in 0.3 miles.
For a long loop, you may hike south to the Pine Cobble Trailhead using the Appalachian Trail and Pine Cobble Trail (5.3 mi.). The Broad Brook trailhead is 3.0 mi. by road from the Pine Cobble trailhead.
30. Burbank Trail

Difficulty: Easy
Distance: 0.8 mile
Blazes: Yellow / Blue / Pink
This trail leads along the edge of farmland and development, with sweeping views of the Greylock massif.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
Turn right on Adams Road (1.2 mi.).
Turn right on Stratton Road (1.3 mi.).
Continue until the pavement turns to gravel and park on the right (2.2 mi.).
Google Maps Directions
TRAIL DESCRIPTION
The trailhead for the Burbank Trail begins on the left (east) side of the road at the edge of a large field (0.0 mi.). Walk across the field to the far hedgerow (0.25 mi.), and turn right (south), following the tree line. Keep the trees on your left. Take a 90-degree left turn (east) between an opening in the hedgerow, and after ten yards exit to a small stretch of grass. At the southeast corner (ahead and to the right) of this small field, the trail enters the woods on a double-track trail (0.35 mi.). The trail eventually crosses a seasonal stream bed before bringing you to another small field. Cross it, and head through the far hedgerow, which brings you to a much larger field. Walk left (north) and follow the tree line on your left as it eventually turns 90-degrees east and then again, to the south (0.7 mi.). Look for an opening in the hedgerow soon after this last turn, on your left. Head downhill on a meandering woods path. At the path's low-point, cross a small stream and then hike uphill to exit at Luce Road (0.8 mi.). Walk back to the trailhead through the neighborhoods, or retrace your steps.
44. Roaring Brook Trail

Difficulty: Moderate
Distance: 1.9 miles
Blazes: Blue
The Roaring Brook and Stony Ledge Trails form an excellent six-mile loop to views of the Hopper and Greylock Range from Stony Ledge. Many prefer to hike up the steep Stony Ledge Trail and descend the more gradual Roaring Brook Trail. You may also use either trail to reach the summit of Greylock and other trails in the park.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
1.6 mi. after the junction with Route 43 in South Williamstown, turn left on Roaring Brook Road (5.7 mi. total)
Drive 0.5 mi. to a sign for the Mt. Greylock Ski Club and a pullout on the left. Park here.
Google Maps Directions
TRAIL DESCRIPTION
Start on the woods road to the left, along Roaring Brook (0.0 mi.). You cross Roaring Brook, ascend slightly, and then descend to cross the brook again. Proceed through the meadow on the south side of the stream, bear left at a split in the dirt road and make a third crossing of Roaring Brook. At 0.5 mi. the Roaring Brook Trail and Stony Ledge Trail diverge on the north side of Roaring Brook. From here, you leave the brook and rapidly ascend through a mixture of evergreen and deciduous trees to a spruce grove, where the grade finally flattens out (1.6 mi.). Just before a bridge over Roaring Brook (1.8 mi.), the Deer Hill Trail leaves to the right. On the other side of the Bridge the Circular Trail heads downhill. Continue parallel to the brook for another 200 yards and enter Sperry Campground. There are picnic tables, campsites and group shelters (fee and reservation) here. Turn left (north) and cross a bridge over a small stream. The Roaring Brook Trail follows a wood road to intersect with Sperry Road (1.9 mi.) and the Hopper Trail. The summit of Greylock is 2.3 mi. along the Hopper Trail (4.2 mi. total). For a spectacular view of the entire Greylock Reservation, turn left on Sperry Road and walk 1.0 mi. up to the Stony Ledge picnic area (3.0 mi.). Straight across from the ledge (east) is the Greylock summit, and to the left are Mt. Fitch, Mt. Williams and Mt. Prospect. You can return to Roaring Brook Road via the Stony Ledge Trail (5.1 mi.), but it is a much steeper descent than the Roaring Brook Trail. Otherwise retrace your steps, or continue over the range to a car shuttle.
46. Stony Ledge Trail

Difficulty: Difficult
Distance: 2.1 miles
Blazes: Blue
This steep climb ends with magnificent views across the Hopper from Stony Ledge. The Stony Ledge and Roaring Brook Trails form an excellent six-mile loop. Many prefer to hike up the steep Stony Ledge Trail and descend the more gradual Roaring Brook Trail. You may also use either trail to reach the summit of Greylock and other trails in the park.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 7 south.
1.6 mi. after the junction with Route 43 in South Williamstown, turn left on Roaring Brook Road (5.7 mi. total)
Drive 0.5 mi. to a sign for the Mt. Greylock Ski Club and a pullout on the left. Park here.
Google Maps Directions
TRAIL DESCRIPTION
Start on the woods road to the left, along Roaring Brook (0.0 mi.). You cross Roaring Brook, ascend slightly, and then descend to cross the brook again. Proceed through the meadow on the south side of the stream, bear left at a split in the dirt road and make a third crossing of Roaring Brook. At 0.5 mi. the Roaring Brook Trail and Stony Ledge Trail diverge on the north side of Roaring Brook. Follow an old wood road on a gradual climb to the north. At 1.2 mi. the trail swings right (east) onto the steep part of an old ski trail. You crest the ridge near a lean-to and continue to the lookout from Stony Ledge (2.1 mi.). Here you can see (from left to right) Prospect Mountain, Mt. Williams, Mt. Fitch, Mt. Greylock and part of Saddle Ball Mountain.
47. Haley Farm Trail

Difficulty: Moderate
Distance: 2.2 miles to Stony Ledge
Blazes: Blue
Haley and Greene farms have been active in the Hopper for centuries. In 1997, the Williamstown Rural Lands Foundation and the Massachusetts Department of Conservation and Recreation cut the Haley Farm Trail to provide a new, short, steep route to Stony Ledge.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road that once extended into the Hopper. Passing through a gate, the trail continues along the road between maintained fields. At a second gate, permanently open, the Haley Farm Trail leaves to the right (south). The Money Brook Trail and Hopper Trail continue straight ahead. From the stone wall (0.0 mi.), cross a field due south toward the treeline along a sparsely marked path.
Enter the trees, and bear right to begin a gentle ascent. At the first of a series of switchbacks, the trail begins to climb much more steeply, broken up somewhat by a number of level stretches. As you gain elevation the grade gradually eases through a large grove of juvenile birch and striped maple. After scrambling through and out of an old rocky gully, you join the Stony Ledge Trail (1.8 mi.) for one final climb past the Stony Ledge shelter and campsite.
Finally, a breathtaking view from Stony Ledge rewards your perseverance. On a clear day it is possible to look down into the Hopper and up to the summits of Mt. Greylock, Fitch, and Williams to the east. Prospect Mountain defines the opposite edge of the Hopper to the north.
48. Hopper Trail

Difficulty: Moderate
Distance: 2.4 miles to Sperry Road, 4.1 miles to Greylock summit
Blazes: Blue
On May 12, 1830 a group of over 100 people, a majority of them Williams students and faculty, left Haley’s farm at the mouth of the Hopper and cut a trail to the summit of Mt. Greylock. The long history and direct route of the Hopper Trail make it one of the most hiked trails in the Mt. Greylock Reservation.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road. Passing through a gate slightly further on, the trail continues along the road between maintained fields. Just beyond a second gate, permanently open, the Haley Farm Trail diverges to the right. After another hundred yards the Hopper Trail also bears off to the right, as the Money Brook Trail continues straight down the hill to a dispersed primitive camping area.
The Hopper Trail ascends through an overgrown pasture. Enter the woods at the southeast corner of the field, and climb gently through an open forest. Through the trees to the left you can hear Hopper Brook, out of sight. At 1.5 mi. pass a cut-off heading north to the Money Brook Trail.
The ascent steepens and you pass through an extensive grove of young trees, before gradually leveling out in a red spruce forest near Sperry Road, just north of the campground (2.4 mi.).
Turn left and walk southeast along Sperry Road and around a bend to the right (south). Look for the Hopper Trail to the left, just after passing the campground office, heading east toward the summit. The trail arrives at a T-intersection with an old wood road. To the right is an extension of the Deer Hill Trail. The Hopper Trail takes a left onto the wood road, crosses a stream and enters a spruce grove.
Continue upward and cross two small streams. At a sharp right turn, the Overlook Trail descends to the left. Stay on the Hopper Trail; it will soon parallel Rockwell Road. The trail ends with the intersection with the Appalachian Trail (AT) (3.2 mi.). Follow the AT to the Mt. Greylock Summit (3.9 mi.).
49. Money Brook Trail

Difficulty: Moderate
Distance: 3.1 miles to Wilbur Clearing lean-to, 3.3 miles to Appalachian Trail, 6.8 miles to Mt. Greylock summit
Blazes: Blue
Coupled with the Appalachian Trail, the Money Brook Trail forms a long, picturesque route to the summit of Mt. Greylock. It also forms a nice circuit with either the Hopper or Prospect Mountain Trails. For much of its length, the trail follows first Hopper Brook and then Money Brook, veering away from them only in the last mile.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Just east of the parking area (0.0 mi.), the trail begins at the entrance to an old farm road that once extended into the Hopper. Passing through a gate slightly further on, the trail continues along the road between maintained fields.
After the Hopper Trail diverges right, the Money Brook Trail continues to follow the wood road, coming out into a level field alongside Hopper Brook.
A short way beyond the end of the field, cross the Money Brook on the Bob Quay ‘04 memorial bridge. Follow the trail until it reaches a second bridge over Money Brook. About 100 feet beyond the bridge a cut-off marked with blue leads south to the Hopper Trail.
Leave the brook and ascend a hill to the right before descending to cross a small tributary, which may be dry in late summer. Just after crossing Money Brook (1.5 mi.), the Mt. Prospect Trail veers off to the left.
From here the Money Brook Trail follows the stream, but never crosses it. As you gradually gain elevation above the brook, cross a small tributary (2.2 mi.) to a steeper section, eventually making a sharp left (2.5 mi.).
A side trail continues 0.1 mi. straight to Money Brook Falls, a worthwhile diversion, especially in spring. The main trail climbs steeply out of the gorge, and you quickly lose the sound of the stream. At a level section, the Money Brook Cut-off leads 0.3 mi. east to Notch Road.
The Money Brook Trail continues through a stand of spruce, and passes a trail leading west to the Wilbur Clearing Lean-to (3.1 mi.).
Just beyond the shelter the Money Brook Trail terminates at an intersection with the Appalachian Trail (AT) (3.3 mi.). To the left the AT leads up Prospect Mountain, to the right are Notch Road and the AT route over Mts. Williams, Fitch, and Greylock.
50. Mt. Prospect Trail

Difficulty: Difficult
Distance: 4.0 miles to the Appalachian Trail from the Hopper trailhead
Blazes: Blue
The Mt. Prospect Trail is one of the most difficult hikes in the Greylock Reservation, but it is also one of the most beautiful, offering breathtaking views of the Hopper, the “Purple Valley,” and the Taconic Range. Together with the Appalachian and Money Brook Trails, it makes an attractive 7.8 mi. loop.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Take Route 2 east to Route 43.
Take Route 43 (Water St.) south to the Mt. Hope Park entrance (2.7 mi.).
Turn left on Hopper Road. At a fork (4.1 mi.) bear left as blacktop gives way to dirt.
At the end of the dirt road, use the designated parking on the right.
There is an information board with a map of the Greylock Reservation and other information.
Google Maps Directions
TRAIL DESCRIPTION
Take the Money Brook Trail from Haley’s Farm. 1.7 mi. from the trailhead, just after it crosses Money Brook for the last time, the Prospect Mountain Trail diverges to the left.
Leave the Money Brook Trail, and climb gradually up the northwest side of the ravine to the sharp ridge of Prospect Mountain (2.2 mi.), which it follows to the summit (3.0 mi.). The steepness of this section of the trail is compensated for by overlooks with spectacular views of the Hopper, on the western side of Mt. Greylock.
Although there is no view from the top of Mt. Prospect (2,690 feet), a rock cairn marking the summit lets you know your climb is at an end. After passing several viewpoints, the trail ultimately joins the Appalachian Trail (4.0 mi.).
The “Prospect Lookout” at the junction is one of the best views in the Greylock Range. The valleys of the Green River and Hoosic River unfold to the west, at the base of the Taconic Range, and the Green Mountains of Vermont rise to the northwest. In spring and fall, this is also an excellent place to watch migrating hawks sail past.
To return to the Haley Farm, follow the Appalachian Trail to the right (southeast). After 0.3 mi. turn right on the Money Brook Trail and follow it to the Hopper Trailhead (7.8 mi.).
51. Cascades Trail

Difficulty: Easy
Distance: 1.0 mile (round-trip)
Blazes: None
Hidden in the middle of development, the Cascades is a beautiful waterfall in North Adams along Notch Brook.
HOW TO GET THERE
From the intersection of Rts. 2 and 7 in Williamstown (the roundabout):
Follow Route 2 east.
Turn right on Marion Avenue (4.2 mi.).
Follow Marion Ave. to its end and park on the right before a split rail fence. There is room for only 2-3 cars.
Google Maps Directions
TRAIL DESCRIPTION
The Cascades Trail is an extension of Marion Avenue, unused by vehicles in recent history. You follow Notch Brook and cross it a couple times. The Cascades (0.5 mi.) plunge about fifty feet where harder rock has eroded more slowly than the marble downstream. Return the way you came (1.0 mi.).
Mount Greylock State Reservation
Mount Greylock is home to more than 70 miles of trails!
We've highlighted some of them, but if you're planning a hike on Massachusetts's highest peak, it's a good idea to check the Massachusetts Department of Conservation and Recreation's website for all of the options.