Top Spots

Alander Mountain and Brace Mountain Loop

Mount Washington, Massachusetts

11.07 mi / 1667 ft gain

Climb Alander Mountain

Mount Washington, Massachusetts

10.6 mi / 2250 ft gain

Alander Mountain Trail

Mount Washington, Massachusetts

5.65 mi / 840 ft gain

Alander Mountain and Bashbish Falls Loop

Mount Washington, Massachusetts

11.96 mi / 2552 ft gain

Guilder Pond and Mount Washington Lookout Trail

Mount Washington, Massachusetts

3.92 mi / 909 ft gain

Hike Mount Everett

Mount Washington, Massachusetts

4.6 mi

Race Brook Falls and Mount Everett

Sheffield, Massachusetts

6.31 mi / 2156 ft gain

Race Brook Trail to Mount Race

Sheffield, Massachusetts

5.51 mi / 1663 ft gain

Hike to Race Brook Falls

Sheffield, Massachusetts

4.0
3.4 mi / 1174 ft gain

Places to stay

Hillsdale, New York

Hillsdale Hideaway

From $125 / night

New Marlborough, Massachusetts

Echo Hill

From $150 / night

MALOWINA FOREST

From $200 / night

Pine Plains, New York

Hudson Valley Hilltop 1

From $169 / night

Pine Plains, New York

Hudson Valley Hilltop 2

From $169 / night

Millerton, New York

Driftways Farm

From $125 / night

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

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