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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 Microspikes recommended icy winter conditions (these crampons/ice axe are overkill).
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
Favorite Views from Lenox Mountain summit.
Difficult

Ledges/Overbrook Loop

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

Lenox, MA
Favorite Mt Greylock and the shiny tower on top.
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
Favorite View from Mt. Frissel looking Southeast
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

The Berkshires Running

  • 937 Miles 1,508 Kilometers of Trail
  • 4 Recommended Routes
  • 2 Gems Gems
  • 67 Easy Trails Easy Trails
  • 231 Intermediate Trails Intermediate Trails
  • 112 Difficult Trails Difficult Trails
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Areas Within The Berkshires

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Trails in The Berkshires - 406

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

Photos of The Berkshires - 136

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The trail requires crossing the river multiple times.
Mar 28, 2020 near Sheffield, MA
walk through pine trees forest at beginning of trail.
Mar 28, 2020 near Sheffield, MA
Views from Lenox Mountain summit.
Nov 18, 2016 near Lenox, MA
Tallest waterfall in MA
Mar 28, 2020 near Sheffield, MA
Overlook at the intersection of Mt. Prospect Trail and the Appalachian Trail, looking northwest over Williamstown.
Aug 10, 2019 near William…, MA
Tree cave
Jan 17, 2022 near Adams, MA
More mountains in the distance
Jan 17, 2022 near Adams, MA
Microspikes recommended icy winter conditions (these crampons/ice axe are overkill).
Jan 17, 2022 near Adams, MA