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Top Spots

Hike Sharon Audubon Center Loop

Sharon, Connecticut

1.6 mi / 114 ft gain

Hike Pine Knob Via Appalachian Trail Loop

Sharon, Connecticut

2.6 mi / 770 ft gain

Hike the Pine Knob Loop, Housatonic Meadows SP

Sharon, Connecticut

5.0
2.5 mi / 770 ft gain

Hike Housatonic River Via Appalachian Trail

Sharon, Connecticut

10.4 mi / 1 ft gain

Hike Sharon Mountain Via Appalachian Trail

Salisbury, Connecticut

4.7 mi / 1 ft gain

Hike Cathedral Pines And Mohawk Mountain Trail

Cornwall, Connecticut

5.4 mi / 1 ft gain

Hike Macedonia Brook Loop

Kent, Connecticut

6.8 mi / 1 ft gain

Explore Kent Falls

Kent, Connecticut

5.0
0.75 mi / 250 ft gain

Hike Kent Falls Via Appalachian Trail

Kent, Connecticut

6.7 mi / 147 ft gain

Places to stay

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

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

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

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

Chasing Fall: A Day in the Catskills

Chasing Fall: A Day in the Catskills

Jack Tumen

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