Top Spots

Schunnemunk Mountain via Red Trail to Jessup Trail

Woodbury, New York

5.41 mi / 1010 ft gain

Old Mineral Springs Trail

Cornwall, New York

3.71 mi / 564 ft gain

Schunemunk Mountain via Dark Hollow and Sweet Clover Loop

Mountainville, New York

6.37 mi / 1509 ft gain

Hike Jessup/West Ridge Loop via the Sweet Clover Trail

New Windsor, New York

10 mi / 1700 ft gain

Schunemunk Sweet Clover Loop

Mountainville, New York

4.89 mi / 1253 ft gain

Schunemunk Mountain via Jessup Trail Loop

Mountainville, New York

8.1 mi / 1617 ft gain

Hike the Jessup/Highlands/Long Path Trails

Monroe, New York

7.8 mi / 500 ft gain

Split Rock, Chattfield, Spy Rock, and Eagle Cliff Loop

Cornwall, New York

6.28 mi / 1001 ft gain

Sackett, Sutherland Road, and Split Rock Loop

Cornwall, New York

4.05 mi / 554 ft gain

Places to stay

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Goshen, New York

Tranquil Farm

From $100 / night

Downing Wood

From $165 / night

Walden, New York

Country House Field with Pond

From $999 / night

Marlboro, New York

The Lodge

From $950 / 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