Great Barrington

Top Adventures in Great Barrington

Flag Rock

3.49 mi / 663 ft gain

Monument Mountain Summit

3.68 mi / 1001 ft gain

East Mountain via Appalachian Trail

9.25 mi / 1857 ft gain

Housie Rail Trail

8.56 mi / 233 ft gain

Hickey and Squaw Loop

2.37 mi / 466 ft gain

Hike Monument Mountain

2 mi / 720 ft gain
Browse All Adventures

Great Barrington camping, hotels, and more

Hillsdale, New York

Hillsdale Hideaway

From $125/night

New Marlborough, Massachusetts

Echo Hill

From $150/night

The Lodge's Campsite

From $75/night

Richmond, Massachusetts

Berkshire Mountain Hideaway

From $130/night


From $200/night

Ghent, New York


From $120/night

More Lodging Options

From the community

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

Pursuit Gear Kit 2018

Pursuit Series

Trading the Metro for the Mountains: Pursuit New York 2018

Emily Hlaváč Green

Browse All Stories