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Bear Hill Preserve

Cragsmoor (Ulster County)

Why we love it

By rights, you should have to burn hundreds of calories to earn jaw-dropping panoramic views, but a 1.5-mile round-trip stroll atop the flat Shawangunk Ridge is all it takes to reach scenic nirvana at Bear Hill Preserve. There’s also a treat in store for intrepid explorers in search of a challenge — the Grapefruit Squeeze, where you can try your hand at some mild spelunking (or play peekaboo) among giant rocks that have tumbled down the ridge. The best part: The trail is rarely crowded at this hidden gem. 

More to explore

Sam’s Point Preserve, one of the most gorgeous natural destinations in the Hudson Valley (or anywhere else), is right around the corner.


  • Easy, flat walk
  • Panoramic views
  • Rock formations to explore

Directions, hours, etc.: