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The Berkshires

Area suggestions or local tips? Tell us!

Difficulty
Easy Difficult
Distance
mi
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mi
Rating
Distance
mi
 - 
mi
Difficulty
Easy Difficult
Rating
Popular Near Here

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J F M A M J J A S O N D

44 mi 71 km of trail 1 Featured Ride

Easy Trails 4 Trails Intermediate Trails 11 Trails Hard Trails 5 Trails

Local Info

Berkshire County is loaded with hidden singletrack. Head to Balance Rock, Kirvin Park, Pittsfield State Forest, or Kennedy OPark where you can find friendly locals you can ride with or get beta from. The local bike shops like Arcadian Shop, Plaine's, and Berkshire Bike & Board have knowledgeable riders working in the shops who can also provide suggestions or tell you about their weekly rides.

Folks ride year round regardless of weather. Trails will have roots, rocks, downed trees, and other technical elements to navigate. In the fall expect heavy leaf coverage unless the trail fairies have been out blowing. In the winter, expect snow and ice; I recommend studs, bar mitts, and insulated boots. Spring can be wet and muddy. We generally stay off the trails for a day or two after heavy rain to minimize erosion. Enjoy a wonderful shaded canopy all summer long and into the foliage season.

Featured Rides in The Berkshires - 1

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Trails in The Berkshires - 19

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1.0 mi 1.7 km
#1 Trail E
Lanesborough, MA
1.0 mi 1.7 km Lanesborough, MA
All Clear
Update
Some Mud
88 days ago
1.2 mi 1.9 km
#2 Trail D
Lanesborough, MA
1.2 mi 1.9 km Lanesborough, MA
All Clear
Update
Some Mud
88 days ago
1.1 mi 1.8 km
#3 Trail B
Lanesborough, MA
1.1 mi 1.8 km Lanesborough, MA
All Clear
Update
Some Mud
88 days ago
1.0 mi 1.6 km
#4 Trail C
Lanesborough, MA
1.0 mi 1.6 km Lanesborough, MA
All Clear
Update
Some Mud
88 days ago
1.5 mi 2.4 km
#5 Lulu Brook Trail
Lanesborough, MA
1.5 mi 2.4 km Lanesborough, MA
Unknown
Update
0.6 mi 1.0 km
#6 Tappan Zee
Lanesborough, MA
0.6 mi 1.0 km Lanesborough, MA
Unknown
Update
2.0 mi 3.3 km
#7 Turner Trail
Lanesborough, MA
2.0 mi 3.3 km Lanesborough, MA
Unknown
Update
13.3 mi 21.3 km
#8 Taconic Skyline Trail
Lanesborough, MA
13.3 mi 21.3 km Lanesborough, MA
Unknown
Update
2.8 mi 4.5 km
#9 PSF Honolulu Trail
Lanesborough, MA
2.8 mi 4.5 km Lanesborough, MA
Unknown
Update
Lanesborough, MA
1.3 mi 2.1 km Lanesborough, MA
Unknown
Update
Lanesborough, MA
1.8 mi 2.9 km Lanesborough, MA
Unknown
Update
3.8 mi 6.0 km
#12 C.C.C. Trail
Richmond, MA
3.8 mi 6.0 km Richmond, MA
Unknown
Update
Pittsfield, MA
1.3 mi 2.2 km Pittsfield, MA
Unknown
Update
Lanesborough, MA
1.9 mi 3.0 km Lanesborough, MA
Unknown
Update
3.2 mi 5.2 km
#15 Old Adams Road
Adams, MA
3.2 mi 5.2 km Adams, MA
Unknown
Update
3.0 mi 4.9 km
#16 Burbank Trail
West Stockbridge, MA
3.0 mi 4.9 km West Stockbridge, MA
Unknown
Update
1.3 mi 2.0 km
#17 Old Baldhead Road
Lenox, MA
1.3 mi 2.0 km Lenox, MA
Unknown
Update
1.6 mi 2.6 km
#18 Daniels Trail
Lanesborough, MA
1.6 mi 2.6 km Lanesborough, MA
Unknown
Update
Lenox, MA
0.6 mi 0.9 km Lenox, MA
Unknown
Update

Photos of The Berkshires - 7

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