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Explore Berkshire County Hikes by Distance, Elevation, Difficulty, and More

location_on Massachusetts · 222 Hiking Trails

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What to expect

Check out some of the best hiking, walking and backpacking routes in Berkshire County, Massachusetts. The Appalachian Trail - Massachusetts is the most popular trail. The trails have 13 user reviews with great photos and information. There are trails of various difficulty levels including easy, medium, and difficult. The trail with the highest elevation climb is the Vermont Long Trail and the trail with the least amount of climbing is the Housatonic Flats Trail. The longest trail is the Vermont Long Trail at 400.0 km. For a shorter adventure you can try the Hudson Brook Trail from McCauley Road at 363 m. Get off line access to Shelter, History, Town, and Peak locations and much more with a Hiiker subscription.

Guide to hiking in Massachusetts

Be prepared for hiking in Massachusetts with the HiiKER app