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Top Spots

Hike Shepaug River Trail

Roxbury, Connecticut

3.6 mi / 705 ft gain

Hike Brian E. Tierney Blue Trail

Roxbury, Connecticut

1.8 mi / 275 ft gain

Hike Ivers Preserve

Southbury, Connecticut

2.5 mi / 357 ft gain

Hike Iron Ore Hill Red And Blue Loop

Bridgewater, Connecticut

2.5 mi / 459 ft gain

Hike Roxbury Mines

Roxbury, Connecticut

3.6 mi / 511 ft gain

Hike Where's Waldo Trail, Extra Credit Trail, And Thing 1, 2, And 3 Loop

Southbury, Connecticut

3.2 mi / 269 ft gain

Hike George Waldo State Park Loop

Southbury, Connecticut

2.1 mi / 226 ft gain

Hike Lilinonah Trail

Newtown, Connecticut

5.3 mi / 1 ft gain

Hike Lillinonah Upper Half Loop

Newtown, Connecticut

3 mi / 423 ft gain

Places to stay

Hop Brook Lake Recreation Area

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Northfield Brook Lake Group Shelters

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Holmestead Woods

Brewster, New York

Holmestead Woods

From $90 / night

Meadow Ridge Farm   Meadow

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Meadow Ridge Farm Woods

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135 / night

Driftways Farm

Millerton, New York

Driftways Farm

From $125 / night

Guides and stories

Earth Day 2020 Goes Online: How to Get Involved

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

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

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