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Top Spots

Natural Bridge Trail

North Adams, Massachusetts

0.33 mi / 112 ft gain

The Cascades Trail

North Adams, Massachusetts

1.97 mi / 315 ft gain

Mahican-Mohawk Trail

North Adams, Massachusetts

1.43 mi / 705 ft gain

Appalachian Trail: North Adams (Eph's Lookout) to Harmon Hill and Bennington

North Adams, Massachusetts

4.51 mi / 1427 ft gain

Bellows Pipe Trail to Ragged Mountain

North Adams, Massachusetts

4.52 mi / 942 ft gain

Bernard Farm Trail

North Adams, Massachusetts

3.53 mi / 1178 ft gain

Prospect Overlook via Appalachian Trail

North Adams, Massachusetts

3.7 mi / 1447 ft gain

Mount Prospect, Mount Williams, and Mount Greylock Loop via Appalachian Trail

North Adams, Massachusetts

13.37 mi / 4652 ft gain

Busby Trail to Spruce Hill Loop

Florida, Massachusetts

3.95 mi / 837 ft gain

Places to stay

Hidden Hoosic   Riverside Camp

Hidden Hoosic Riverside Camp

From $150 / night

Birch Berry Pines

Lanesborough, Massachusetts

Birch Berry Pines

From $100 / night

Overall Rustic

Overall Rustic

From $115 / night

Round Mountain Camp

Stephentown, New York

Round Mountain Camp

From $100 / night

Nuthatch

Hoosick Falls, New York

Nuthatch

From $100 / night

Camp MoonChild   site 2

Cropseyville, New York

Camp MoonChild site 2

From $40 / night

Guides and stories

From NYC to the Slopes: A Weekend Ski Getaway

From NYC to the Slopes: A Weekend Ski Getaway

Sara Sheehy

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

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