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The Berkshires

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Gems in The Berkshires - 1

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gem Favorite Big Bish Falls from above.

Bash Bish Falls

(1) Sheffield, MA

Recommended Routes in The Berkshires - 3

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Favorite Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge
Intermediate/Difficult

Mount Greylock Summit Loop

6.6 mi 10.6 km 2,228' Up 679.07 m Up 2,224' Down 677.76 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 Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge
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

The Berkshires Hiking

  • 886 Miles 1,425 Kilometers of Trail
  • 3 Recommended Routes
  • 1 Gem Gems
  • 42 Easy Trails Easy Trails
  • 218 Intermediate Trails Intermediate Trails
  • 114 Difficult Trails Difficult Trails
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Areas Within The Berkshires

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Trails in The Berkshires - 371

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89.7 mi 144.4 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate/Difficult
Sheffield, MA
Intermediate/Difficult
Sheffield, MA
1.8 mi 3.0 km #2Thunderbolt Trail
Difficult
Adams, MA
Difficult
Adams, MA
0.8 mi 1.2 km #3Ice Glen Trail
Intermediate
Stockbridge, MA
Intermediate
Stockbridge, MA
2.7 mi 4.3 km #4Hoosac Range Trail
Intermediate
North Adams, MA
Intermediate
North Adams, MA
2.7 mi 4.3 km #5Dome Trail
Difficult
Williamstown, MA
Difficult
Williamstown, MA
1.1 mi 1.7 km #6Cascade Trail
Intermediate
North Adams, MA
Intermediate
North Adams, MA
2.4 mi 3.8 km #7Yokun Ridge Trail
Intermediate
Lenox, MA
Intermediate
Lenox, MA
0.3 mi 0.5 km #8Ragged Mountain South Peak Trail
Difficult
Adams, MA
Difficult
Adams, MA
12.4 mi 20.0 km #9Ashuwillticook Rail Trail
Easy
Dalton, MA
Easy
Dalton, MA
1.5 mi 2.5 km #10Old Mill Trail
Intermediate
Hinsdale, MA
Intermediate
Hinsdale, MA

Photos of The Berkshires - 108

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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
Overlook at the intersection of Mt. Prospect Trail and the Appalachian Trail, looking northwest over Williamstown.
Aug 10, 2019 near William…, MA
Winter backpacking at Alander Mountain.
Apr 22, 2015 near Sheffield, MA
Bridge over Lenox Brook
Oct 25, 2020 near West St…, MA
Looking upstream on the bridge at start of hike to the overlook platform.
Oct 20, 2020 near West St…, MA
Morning hike with the dogs was amazing
Aug 13, 2020 near Adams, MA