Top Spots

Hike Horse Guard White Trail

Avon, Connecticut

1.2 mi / 252 ft gain

Hike Huckleberry Trails Yellow Blazes Loop

Avon, Connecticut

2.6 mi / 193 ft gain

Hike Huckleberry Hills Orange And Yellow Blazes Loop

Avon, Connecticut

2.7 mi / 242 ft gain

Hike Nepaug Reservoir Trail

Canton, Connecticut

2 mi / 68 ft gain

Hike Massacoe Hike

Simsbury, Connecticut

1.4 mi / 52 ft gain

Hike Orange Blazes, Blue Blazes, Yellow Blazes, White Blazes

Simsbury, Connecticut

2.7 mi / 265 ft gain

Hike Yellows Blazes To Blue And Yellow Blazes

Simsbury, Connecticut

2 mi / 114 ft gain

Hike Orange Blazes

Simsbury, Connecticut

1.2 mi / 98 ft gain

Hike Mary Conklin Sanctuary Loop

Canton, Connecticut

2.1 mi / 255 ft gain

Places to stay

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135 / night

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Maple Corner Farm's Meadow Site

From $120 / night

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

New Marlborough, Massachusetts

Echo Hill

From $150 / night

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

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