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Top Spots

Hike Stratton Brook Old Railroad Pathway

Simsbury, Connecticut

2.5 mi / 42 ft gain

Hike Orange Blazes, Blue Blazes, Yellow Blazes, White Blazes

Simsbury, Connecticut

2.7 mi / 265 ft gain

Hike Orange Blazes

Simsbury, Connecticut

1.2 mi / 98 ft gain

Hike Yellows Blazes To Blue And Yellow Blazes

Simsbury, Connecticut

2 mi / 114 ft gain

Hike Massacoe Hike

Simsbury, Connecticut

1.4 mi / 52 ft gain

Hike Beldon Forest

Simsbury, Connecticut

1.5 mi / 127 ft gain

Hike Farmington Canal Heritage Trail: Simsbury To Floydville Road

Simsbury, Connecticut

5.1 mi / 131 ft gain

Hike to the Heublein Tower on Talcott Mountain

Simsbury, Connecticut

4.3
2.54 mi / 404 ft gain

Hike Penwood State Park Trail

Simsbury, Connecticut

10.3 mi / 1 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

Northampton / Springfield KOA Holiday

Westhampton, Massachusetts

Northampton / Springfield KOA Holiday

Getaway Machimoodus

Moodus, Connecticut

Getaway Machimoodus

From $190 / night

Indian Hollow

Chesterfield, Massachusetts

Indian Hollow

Westville Recreation Area

Sturbridge, Massachusetts

Westville 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

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