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Top Spots

Hike Green Circle Trail

Washington, Connecticut

4.2 mi / 521 ft gain

Hike Pinney Loop Trail

Washington, Connecticut

3.7 mi / 341 ft gain

Hike Van Sinderen Loop

Washington, Connecticut

3.4 mi / 469 ft gain

Hike Meeker Swamp Loop

Washington, Connecticut

6.4 mi / 1 ft gain

Hike Meeker Trail

Washington, Connecticut

3.3 mi / 639 ft gain

Hike The Pinnacle

Washington, Connecticut

1.6 mi / 446 ft gain

Hike Mount Tom Trail

Washington, Connecticut

1.3 mi / 334 ft gain

Hike the Mount Tom Tower Trail

Washington, Connecticut

1.3 mi / 337 ft gain

Hike New Milford Reservoir Loop

New Milford, Connecticut

1.2 mi / 75 ft gain

Places to stay

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Bear Mountain Inn

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Getaway Machimoodus

Moodus, Connecticut

Getaway Machimoodus

From $190 / night

Getaway Catskills West

Catskill, New York

Getaway Catskills West

From $209 / night

Guides and stories

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

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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