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Top Spots

Hike Iron Trail

North Canaan, Connecticut

7.6 mi / 1 ft gain

Bartholomew's Cobble Trail

Sheffield, Massachusetts

3.6 mi / 666 ft gain

Hike Stone Man Mountain Via Iron Trail

Canaan, Connecticut

2.7 mi / 672 ft gain

Hike to Rand's View

Salisbury, Connecticut

5.3 mi / 1395 ft gain

Hike Mount Prospect And Raccoon Hill Via Appalachian Trail

Salisbury, Connecticut

6.3 mi / 1 ft gain

Explore Great Falls

Canaan, Connecticut

3.0
0.5 mi

Hike to Campbell Falls

Norfolk, Connecticut

4.0
1.4 mi / 187 ft gain

Hike Appalachian Trail: Falls Village To West Cornwall Road

Canaan, Connecticut

18.2 mi / 3 ft gain

Hike Raccoon Hill

Salisbury, Connecticut

3.2 mi / 570 ft gain

Places to stay

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Getaway Catskills East

Catskill, New York

Getaway Catskills East

From $209 / night

Getaway Catskills West

Catskill, New York

Getaway Catskills West

From $209 / night

Indian Hollow

Chesterfield, Massachusetts

Indian Hollow

Northampton / Springfield KOA Holiday

Westhampton, Massachusetts

Northampton / Springfield KOA Holiday

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

Pursuit Gear Kit 2018

Pursuit Gear Kit 2018

Pursuit Series

Trading the Metro for the Mountains: Pursuit New York 2018

Trading the Metro for the Mountains: Pursuit New York 2018

Emily Hlaváč Green

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