Top Spots

Hike Catherine Hubbard Animal Sanctuary Loop

Newtown, Connecticut

1.1 mi / 75 ft gain

Hike Al's Trail: Deep Brook Preserve

Newtown, Connecticut

2.9 mi / 213 ft gain

Hike Fairfield Hills Loop

Newtown, Connecticut

2.6 mi / 160 ft gain

Hike Rocky Glen Yellow And White Trail Loop

Newtown, Connecticut

1 mi / 209 ft gain

Hike The Town Forest Trail

Newtown, Connecticut

0.4 mi / 36 ft gain

Hike Holcombe Hill Meadow Trail

Newtown, Connecticut

1.2 mi / 104 ft gain

Hike Taunton Hill And Holocombe Memorial Trail

Newtown, Connecticut

2.4 mi / 246 ft gain

Hike Lillinonah Upper Half Loop

Newtown, Connecticut

3 mi / 423 ft gain

Hike Lilinonah Trail

Newtown, Connecticut

5.3 mi / 1 ft gain

Places to stay

Open Grange Coliving

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Brewster, New York

Holmestead Woods

From $90 / night

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135 / night

Guides and stories

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

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

The Outbound Collective

Quick links