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The Berkshires

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Gems in The Berkshires - 2

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gem Favorite Campbell Falls

Campbell Falls

(1) New Mar…, MA
gem Favorite Big Bish Falls from above.

Bash Bish Falls

(3) Sheffield, MA

Recommended Routes in The Berkshires - 4

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Favorite Mt Greylock and the shiny tower on top.
Intermediate/Difficult Intermediate/Difficult

Mount Greylock Summit Loop

6.6 mi 10.7 km 2,251' Up 686.23 m Up 2,246' Down 684.66 m Down

Adams, MA
Explore in 3D
Favorite Views from Lenox Mountain summit.
Difficult Difficult

Ledges/Overbrook Loop

2.7 mi 4.3 km 894' Up 272.42 m Up 898' Down 273.68 m Down

Lenox, MA
Explore in 3D
Favorite Microspikes recommended icy winter conditions (these crampons/ice axe are overkill).
Intermediate/Difficult Intermediate/Difficult

Bellows Pipe to Mt Greylock Summit

5.8 mi 9.4 km 2,231' Up 679.9 m Up 2,231' Down 679.86 m Down

Adams, MA
Explore in 3D
Favorite View from Mt. Frissel looking Southeast
Intermediate/Difficult Intermediate/Difficult

CT State Highpoint/Tri-point Out and Back

2.9 mi 4.7 km 1,045' Up 318.64 m Up 1,045' Down 318.48 m Down

Salisbury, CT
Explore in 3D

The Berkshires Running

  • 1,010 Miles 1,625 Kilometers of Trail
  • 4 Recommended Routes
  • 2 Gems Gems
  • 165 Easy Trails Easy Trails
  • 409 Intermediate Trails Intermediate Trails
  • 147 Difficult Trails Difficult Trails
Trail Run Project is built by runners like you. Share what you know about this area!

Areas Within The Berkshires

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Trails in The Berkshires - 717

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89.7 mi 144.4 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate/Difficult Intermediate/Difficult
Sheffield, MA
Intermediate/Difficult Intermediate/Difficult
Sheffield, MA
0.8 mi 1.2 km #2Ice Glen Trail
Intermediate Intermediate
Stockbridge, MA
Intermediate Intermediate
Stockbridge, MA
1.1 mi 1.7 km #3Cascade Trail
Intermediate Intermediate
North Adams, MA
Intermediate Intermediate
North Adams, MA
2.7 mi 4.3 km #4Hoosac Range Trail
Intermediate Intermediate
North Adams, MA
Intermediate Intermediate
North Adams, MA
2.4 mi 3.8 km #5Yokun Ridge Trail
Intermediate Intermediate
Lenox, MA
Intermediate Intermediate
Lenox, MA
2.7 mi 4.3 km #6Dome Trail
Difficult Difficult
Williamstown, MA
Difficult Difficult
Williamstown, MA
0.3 mi 0.5 km #7Ragged Mountain South Peak Trail
Difficult Difficult
Adams, MA
Difficult Difficult
Adams, MA
14.2 mi 22.8 km #8Ashuwillticook Rail Trail
Easy Easy
Dalton, MA
Easy Easy
Dalton, MA
0.8 mi 1.3 km #9Gilmore Trail (Short Loop)
Intermediate Intermediate
Otis, MA
Intermediate Intermediate
Otis, MA
1.5 mi 2.5 km #10Old Mill Trail
Intermediate Intermediate
Hinsdale, MA
Intermediate Intermediate
Hinsdale, MA

Photos of The Berkshires - 150

Trail Run Project is built by runners like you. Add Your Photos

Views from Lenox Mountain summit.
Nov 18, 2016 near Lenox, MA
Overlook at the intersection of Mt. Prospect Trail and the Appalachian Trail, looking northwest over Williamstown.
Aug 10, 2019 near William…, MA
Monument Mountain through a window of trees.
Oct 16, 2019 near Great B…, MA
walk through pine trees forest at beginning of trail.
Mar 28, 2020 near Sheffield, MA
The trail requires crossing the river multiple times.
Mar 28, 2020 near Sheffield, MA
Tallest waterfall in MA
Mar 28, 2020 near Sheffield, MA
Tree cave
Jan 17, 2022 near Adams, MA
Titmouse in a tree.
Feb 9, 2023 near William…, MA
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