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Top Spots

Hike Jennings Beach To Pine Creek Point Trail

Fairfield, Connecticut

4.9 mi / 29 ft gain

Stroll around Fayerweather Island

Bridgeport, Connecticut

0.5 mi

Hike Bridgeport Seaside Beach Path

Bridgeport, Connecticut

4.1 mi / 32 ft gain

Hike Sherwood Island Trail

Westport, Connecticut

2.9 mi / 36 ft gain

Hike Lake Mohegan Loop

Fairfield, Connecticut

2.5 mi / 223 ft gain

Hike Connecticut Audubon Society Country Lane Trail

Fairfield, Connecticut

1.9 mi / 52 ft gain

Hike Newman Poses Preserve Loop

Westport, Connecticut

1 mi / 59 ft gain

Hike Brett Woods Perimeter Yellow Loop

Fairfield, Connecticut

1.8 mi / 144 ft gain

Hike Ninety Acres Park Loop

Bridgeport, Connecticut

1.5 mi / 131 ft gain

Places to stay

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Holmestead Woods

Brewster, New York

Holmestead Woods

From $90 / night

Downing Wood

Downing Wood

From $165 / night

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Bear Mountain Inn

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Meadow Ridge Farm   Meadow

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / 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

A Family Trip to Surf the Rockaways in January

A Family Trip to Surf the Rockaways in January

Affuera Vida

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