Top Spots

Arden Point and Glenclyffe

Philipstown, New York

3.95 mi / 230 ft gain

Sugarloaf Hill Trail

Philipstown, New York

2.91 mi / 669 ft gain

Constitution Marsh Audubon Center and Sanctuary Trail

Philipstown, New York

1.29 mi / 138 ft gain

Photograph Indian Brook Falls

Cold Spring, New York

2.8

Appalachian Trail: Albany Post to Bear Mountain Bridge

Philipstown, New York

10.64 mi / 2385 ft gain

Old Forge Trail Loop

Cold Spring, New York

1.65 mi / 171 ft gain

Chimney Top Trail

Philipstown, New York

3.88 mi / 407 ft gain

Kayak the Hudson River in Cold Spring

Cold Spring, New York

Little Stony Point Short Loop

Cold Spring, New York

0.97 mi / 102 ft gain

Places to stay

Downing Wood

From $165 / night

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Walden, New York

Country House Field with Pond

From $999 / night

Brewster, New York

Holmestead Woods

From $90 / night

Marlboro, New York

The Lodge

From $950 / night

Marlboro, New York

High- Lonesome Log Cabin

From $275 / night

Guides and stories

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

The Outbound Collective

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

Chasing Fall: A Day in the Catskills

Jack Tumen

Quick links