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The Berkshires

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765 mi 1,232 km of trail 2 Featured Hikes

Easy Trails 116 Trails Intermediate Trails 194 Trails Hard Trails 17 Trails
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Featured Hikes in The Berkshires - 2

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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 • Loop • 2,252 ft Ascent 686.53 m Ascent

(10) Adams, MA
Favorite Views from Lenox Mountain summit.
Intermediate/Difficult

Ledges/Overbrook Loop

2.7 mi 4.3 km • Out and Back • 894 ft Ascent 272.42 m Ascent

(4) Lenox, MA

Trails in The Berkshires - 325

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89.7 mi 144.3 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate
Sheffield, MA
Intermediate
89.7 mi 144.3 km Sheffield, MA
0.5 mi 0.9 km #2Tannery Falls Trail
Intermediate
Adams, MA
Intermediate
0.5 mi 0.9 km Adams, MA
0.8 mi 1.2 km #3Ice Glen Trail
Intermediate
Stockbridge, MA
Intermediate
0.8 mi 1.2 km Stockbridge, MA
1.8 mi 3.0 km #4Thunderbolt Trail
Difficult
Adams, MA
Difficult
1.8 mi 3.0 km Adams, MA
2.7 mi 4.4 km #5Shaker Mountain Loop Trail
Intermediate/Difficult
Pittsfield, MA
Intermediate/Difficult
2.7 mi 4.4 km Pittsfield, MA
2.7 mi 4.3 km #6Hoosac Range Trail
Intermediate
North Adams, MA
Intermediate
2.7 mi 4.3 km North Adams, MA
2.7 mi 4.3 km #7Dome Trail
Intermediate/Difficult
Williamstown, MA
Intermediate/Difficult
2.7 mi 4.3 km Williamstown, MA
1.1 mi 1.7 km #8Cascade Trail
Intermediate
North Adams, MA
Intermediate
1.1 mi 1.7 km North Adams, MA
0.3 mi 0.5 km #9Ragged Mountain South Peak Trail
Intermediate/Difficult
Adams, MA
Intermediate/Difficult
0.3 mi 0.5 km Adams, MA
12.4 mi 20.0 km #10Ashuwillticook Rail Trail
Easy
Dalton, MA
Easy
12.4 mi 20.0 km Dalton, MA
0.5 mi 0.8 km #11March Cataract Trail
Intermediate/Difficult
Adams, MA
Intermediate/Difficult
0.5 mi 0.8 km Adams, MA
1.7 mi 2.7 km #12Blue Trail
Intermediate
Dalton, MA
Intermediate
1.7 mi 2.7 km Dalton, MA
1.5 mi 2.5 km #13Old Mill Trail
Easy/Intermediate
Hinsdale, MA
Easy/Intermediate
1.5 mi 2.5 km Hinsdale, MA
0.3 mi 0.5 km #14Beaver Lodge Trail
Easy/Intermediate
Lenox, MA
Easy/Intermediate
0.3 mi 0.5 km Lenox, MA
0.8 mi 1.3 km #15Gilmore Trail (Short Loop)
Easy/Intermediate
Otis, MA
Easy/Intermediate
0.8 mi 1.3 km Otis, MA
0.7 mi 1.1 km #16Carriage Road
Easy
Pittsfield, MA
Easy
0.7 mi 1.1 km Pittsfield, MA
2.1 mi 3.4 km #17Pine Cobble Trail
Intermediate/Difficult
Williamstown, MA
Intermediate/Difficult
2.1 mi 3.4 km Williamstown, MA
2.7 mi 4.4 km #18Mt. Frissell Trail
Intermediate/Difficult
Canaan, CT
Intermediate/Difficult
2.7 mi 4.4 km Canaan, CT
1.7 mi 2.8 km #19Race Brook Trail
Intermediate/Difficult
Sheffield, MA
Intermediate/Difficult
1.7 mi 2.8 km Sheffield, MA
2.1 mi 3.4 km #20Basin Pond Trail
Intermediate
Lee, MA
Intermediate
2.1 mi 3.4 km Lee, MA

Photos of The Berkshires - 73

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Views from Lenox Mountain summit.
Nov 18, 2016 near Lenox, MA
The view from Laurel Hill.
Oct 16, 2019 near Stockbr…, MA
Stone Bench atop Laurel Hill.
Oct 16, 2019 near Stockbr…, MA
Monument Mountain through a window of trees.
Oct 16, 2019 near Great B…, MA
Winter backpacking at Alander Mountain.
Apr 22, 2015 near Sheffield, MA
Questing Reservation meadow.
Jan 21, 2019 near New Mar…, MA
Deer Hill Falls
Dec 27, 2018 near Adams, MA
The Cascades
Dec 1, 2018 near North A…, MA

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