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Berkshire County, Massachusetts Hiking Trails

location_on Massachusetts · 224 HiiKER Hikes

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What to expect

Berkshire County, Massachusetts packs the state's most storied mountain walking into one corner, from the Appalachian Trail on Mount Greylock to the steep ledges of Mount Race and the long climb over Alander Mountain. Around Great Barrington, Mount Washington, and Benedict Pond, trails move through hardwood forest, open ridges, and quiet lakeshore, with the Berkshires at their most vivid in crisp fall light.

Guide to hiking in Massachusetts

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Most popular hikes in Berkshire County