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Top Spots

Hike Prospect Mountain Blue, White, And Yellow Blazes

Litchfield, Connecticut

4.1 mi / 787 ft gain

Hike Granniss Trail To Mattatuck Trail To Yellow Trail Loop

Litchfield, Connecticut

3.7 mi / 816 ft gain

Hike Mohawk Mountain Via Mohawk Trail

Cornwall, Connecticut

5.9 mi / 875 ft gain

Hike Cathedral Pines And Mohawk Mountain Trail

Cornwall, Connecticut

5.4 mi / 1 ft gain

Hike Mallard Marsh And Little Pond Trail

Litchfield, Connecticut

3.1 mi / 36 ft gain

Hike Nature Trails

Litchfield, Connecticut

6 mi / 118 ft gain

Hike Ice House Ruins Loop

Litchfield, Connecticut

1.1 mi / 52 ft gain

Hike White Memorial Boardwalk

Litchfield, Connecticut

1.7 mi / 0 ft gain

Hike Mattatuck Trail: Webster Road To Bissell Road

Litchfield, Connecticut

4.1 mi / 68 ft gain

Places to stay

Meadow Ridge Farm Woods

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135 / night

Meadow Ridge Farm   Meadow

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Driftways Farm

Millerton, New York

Driftways Farm

From $125 / night

Hudson Valley Hilltop 2

Pine Plains, New York

Hudson Valley Hilltop 2

From $169 / night

Hudson Valley Hilltop 1

Pine Plains, New York

Hudson Valley Hilltop 1

From $169 / night

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

Earth Day 2020 Goes Online: How to Get Involved

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

Sara Sheehy

Escape the Bustle of New York City with a Weekend at Bear Mountain

Escape the Bustle of New York City with a Weekend at Bear Mountain

The Outbound Collective

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