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Popular Trails

Adams has nearly 50 miles of trails for all types of uses. Here are a few of the more popular:

Ashuwillticook Rail Trail

Walking - Running - Biking - Cross-country Skiing

 ashuwillticook rail trail

Starting in Lanesborough and ending in Adams, the Ashuwilliticook Rail Trail runs along the picturesque Hoosac River Valley for more than 12 miles. The trail is paved and gentle. 

Bellows Pipe & Ragged Mountain



A moderate to strenuous climb to some of the best views in the Berkshires from Raven Rocks at the top of Ragged Mountain. Trailhead on Gould Road in Greylock Glen. 5 miles, 4 hours, 1,288 feet elevation gain.

Cheshire Harbor Trail

Hiking - Skiing - Mountain Biking - Snowshoeing


A favorite hike to the summit of Mount Greylock, the Cheshire Harbor Trail is the gentlest path to the summit, although still fairly strenuous. Round trip is about 6 miles and takes 4 to 5 hours. Trailhead is at the end of West Mountain Road in Greylock Glen.

Greylock Glen Meadow Loop

Walking - Running - Bicycling - Cross-Country Skiing - Snowshoeing - Handicap Accessible

Greylock Glen Meadow Loop Trail

Part of the Greylock Glen trail expansion project underway by the state Department of Conservation and Recreation, this new trail is already very popular. It's wide gravel bed and gentle terrain make for a pleasant walk around the wetland area of the Glen. 1.7 miles.

Thunderbolt Ski Run

Skiing - Snowboarding - Snowshoeing - Hiking

Thunderbolt Skier Low res

Constructed in the 1930s by the Civilian Conservation Corp, the Thunderbolt is a backcountry ski trail from the summit of Mount Greylock to Greylock Glen. The trail is famous as a challenging run among backcountry skiers and boarders. During ski season, foot traffic should be avoided. In other times of the year, the Thunderbolt is a vigorous path to the summit.

New Mountain Bike Trails: Wolf Tree, Moonwort, Bittersweet & Little Dragon Tail

Mountain Biking and Hiking


They may sounds like names from Game of Thrones, but they are the exciting new mountain bike trails at Greylock Glen. They tour the woods and meadows on the lower slopes of the Thunderbolt Ski Run.

Please click here for more information about trails at Greylock Glen.


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