Top Spots

Overlook Mountain Trail

Woodstock, New York

4.53 mi / 1348 ft gain

Overlook Mountain and Echo Lake

Woodstock, New York

8.5 mi / 2221 ft gain

Indian Head Mountain and Echo Lake via Overlook

Woodstock, New York

18.38 mi / 4432 ft gain

Sugarloaf Mountain via Blue Trail

Woodstock, New York

6.54 mi / 2297 ft gain

Sloan Gorge Loop

Saugerties, New York

1.32 mi / 108 ft gain

Onteora Lake Trail

Kingston, New York

7.29 mi / 581 ft gain

Esopus Creek and Ashokan Reservoir

Kingston, New York

5.41 mi / 194 ft gain

Devil's Path to the Jimmy Dolan Notch Overlook and Twin Mountain Summit

Elka Park, New York

5.72 mi / 1749 ft gain

Indian Head Mountain Loop

Elka Park, New York

5.89 mi / 1729 ft gain

Places to stay

Bearsville, New York

Yankeetown Pond Peace of Mind

From $150 / night

Woodstock, New York

Peaceful Paradise

From $220 / night

Woodstock Mountains and Ponds

From $150 / night

Bearsville, New York

Shady Knolls

From $135 / night

Saugerties, New York

Woodstock Dreamcatcher

From $125 / night

West Hurley, New York

Stonecutters Ledge

From $135 / night

Guides and stories

Pursuit Gear Kit 2018

Pursuit Series

Trading the Metro for the Mountains: Pursuit New York 2018

Emily Hlaváč Green

Chasing Fall: A Day in the Catskills

Jack Tumen

Quick links