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New Milford

Top Spots

Hike New Milford Reservoir Loop

New Milford, Connecticut

1.2 mi / 75 ft gain

Hike Waramaug Loop

New Milford, Connecticut

1.2 mi / 180 ft gain

Hike Housatonic River Trail

New Milford, Connecticut

10.1 mi / 413 ft gain

Hike River Road Pond Loop

New Milford, Connecticut

2.7 mi / 183 ft gain

Hike Roxbury Mines

Roxbury, Connecticut

3.6 mi / 511 ft gain

Hike Pinney Loop Trail

Washington, Connecticut

3.7 mi / 341 ft gain

Hike Green Circle Trail

Washington, Connecticut

4.2 mi / 521 ft gain

Hike Squantz Pond Trail

New Fairfield, Connecticut

2.2 mi / 321 ft gain

Hike Iron Ore Hill Red And Blue Loop

Bridgewater, Connecticut

2.5 mi / 459 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

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

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