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Top Spots

Island Pond Mountain Loop

Southfields, New York

5.79 mi / 1030 ft gain

Island Pond via Appalachian Trail

Southfields, New York

3.72 mi / 974 ft gain

Elk Pen Loop Trail

Southfields, New York

7.08 mi / 1503 ft gain

Appalachian Trail: Long Path to Elk Pen

Southfields, New York

16.95 mi / 2648 ft gain

Elk Pen to Manitou

Southfields, New York

18.91 mi / 3612 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

Appalachian Trail: Bear Mountain to Harriman State Park

Southfields, New York

13.5 mi / 2497 ft gain

Elk Pen to West Mountain Loop

Southfields, New York

32.37 mi / 5873 ft gain

Places to stay

Bear Mountain Inn

Tomkins Cove, New York

Bear Mountain Inn

From $109 / night

Tranquil Farm

Goshen, New York

Tranquil Farm

From $100 / night

Downing Wood

Downing Wood

From $165 / night

Country House Field with Pond

Walden, New York

Country House Field with Pond

From $999 / 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

A Family Trip to Surf the Rockaways in January

A Family Trip to Surf the Rockaways in January

Affuera Vida

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