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Top Spots

North County and Putnam Trailway

Brewster, New York

31.44 mi / 1391 ft gain

Fly Fish the East Branch of the Croton River

Brewster, New York

Hike Boggs Pond Red Trail Loop

Danbury, Connecticut

3.4 mi / 600 ft gain

Hike Shadow Lake Trail

Ridgefield, Connecticut

0.7 mi / 26 ft gain

Hike the Hemlock Hills & Pine Mountain Loop

Ridgefield, Connecticut

7.5 mi / 1174 ft gain

Hike Hemlock Hills Pine Mountain Lime, Blue, White And Loop

Ridgefield, Connecticut

2.7 mi / 436 ft gain

Hike Red Blaze To Lake Windwing To Orange Trail Loop

Ridgefield, Connecticut

2 mi / 259 ft gain

Ninham Mountain Fire Tower

Carmel Hamlet, New York

5.0
1.23 mi / 367 ft gain

Hike Red Blaze Trail Loop

Ridgefield, Connecticut

2.1 mi / 433 ft gain

Places to stay

Holmestead Woods

Brewster, New York

Holmestead Woods

From $90 / night

Downing Wood

Downing Wood

From $165 / night

Bear Mountain Inn

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Country House Field with Pond

Walden, New York

Country House Field with Pond

From $999 / night

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

TEMPORARILY CLOSED FOR CAMPING DUE TO CONSTRUCTION. PLEASE CHECK BACK

Highland, New York

TEMPORARILY CLOSED FOR CAMPING DUE TO CONSTRUCTION. PLEASE CHECK BACK

From $45 / night

Guides and stories

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

Earth Day 2020 Goes Online: How to Get Involved

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

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