Top Spots

Hike Henry Buck Trail

Barkhamsted, Connecticut

1.9 mi / 593 ft gain

Hike Falls Cutoff, Jessie Girard, Charles Pack, Bowen Loop Trail

Barkhamsted, Connecticut

5 mi / 977 ft gain

Hike Jessie Gerard Trail

Barkhamsted, Connecticut

3.3 mi / 702 ft gain

Hike Agnes Bowen And Robert Ross Loop

Barkhamsted, Connecticut

3.7 mi / 603 ft gain

Hike Peoples State Forest Loop

Barkhamsted, Connecticut

7 mi / 1 ft gain

Hike Elliot Bronson Trail

Barkhamsted, Connecticut

4.4 mi / 1 ft gain

Hike Falls Brook Falls

Hartland, Connecticut

1.1 mi / 295 ft gain

Hike Indian Council Caves Trail

Barkhamsted, Connecticut

4.9 mi / 882 ft gain

Hike Roberts Brook Via Tunxis Trail

Hartland, Connecticut

7.9 mi / 918 ft gain

Places to stay

Maple Corner Farm's Meadow Site

From $120 / night

New Marlborough, Massachusetts

Echo Hill

From $150 / night

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135 / night

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Glamping in Hephzibah

From $120 / night

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

Quick links