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Top Spots

Hike the Jessup/Highlands/Long Path Trails

Monroe, New York

7.8 mi / 500 ft gain

Schunnemunk Mountain via Red Trail to Jessup Trail

Woodbury, New York

5.41 mi / 1010 ft gain

Indian Hill Loop

Southfields, New York

3.51 mi / 449 ft gain

Appalachian Trail: Bear Mountain to Harriman State Park

Southfields, New York

13.5 mi / 2497 ft gain

Island Pond Mountain

Southfields, New York

4.92 mi / 1332 ft gain

Appalachian, Long Path, White Bar, Dunning and Island Pond Road Loop

Southfields, New York

6.77 mi / 1332 ft gain

Island Pond via Appalachian Trail

Southfields, New York

3.72 mi / 974 ft gain

Elk Pen to Manitou

Southfields, New York

18.91 mi / 3612 ft gain

Appalachian Trail: Long Path to Elk Pen

Southfields, New York

16.95 mi / 2648 ft gain

Places to stay

Tranquil Farm

Goshen, New York

Tranquil Farm

From $100 / 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

Downing Wood

Downing Wood

From $165 / night

Camp Coal Tree

Westtown, New York

Camp Coal Tree

From $175 / 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

Chasing Fall: A Day in the Catskills

Chasing Fall: A Day in the Catskills

Jack Tumen

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