Outdoor activities

in New Fairfield, CT

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Hiking

🎉 Celebrating Dennis Callahan’s 82nd Birthday at Steep Rock! 🎉

🎉 Celebrating Dennis Callahan’s 82nd Birthday at Steep Rock! 🎉

Wed, May 27 · 10:30 EDT

by The Hiking Group - CT & NY

Deer Pond Farm, Sherman, CT. 6-1/2 mile hike.

Deer Pond Farm, Sherman, CT. 6-1/2 mile hike.

Sun, Apr 26 · 11:00 EDT

by The Hiking Group - CT & NY

Cat Rocks, Pawling, NY

Cat Rocks, Pawling, NY

Sun, May 31 · 11:00 EDT

by The Hiking Group - CT & NY

Sunday Funday Hike / Walk 🥾🌳 Southford Falls State Park & Oxford House Tavern

Sunday Funday Hike / Walk 🥾🌳 Southford Falls State Park & Oxford House Tavern

Sun, Apr 26 · 10:30 EDT

by Fun Time Friends!

Walking

WALKING STONE CIRCLES TO CONNECT WITH YOUR ANCESTORS

WALKING STONE CIRCLES TO CONNECT WITH YOUR ANCESTORS

Sun, Apr 26 · 13:00 EDT

by Nature's Whispers Wellness Walks

Deer Pond Farm, Sherman, CT. 6-1/2 mile hike.

Deer Pond Farm, Sherman, CT. 6-1/2 mile hike.

Sun, Apr 26 · 11:00 EDT

by The Hiking Group - CT & NY

Waveny Park Evening Photo Walk

Waveny Park Evening Photo Walk

Fri, Apr 24 · 17:00 EDT

by Greenwich CT Photography Practice — The Shared Walk

Lake Windwing, Hemlock Hills & Pine Mtn.

Lake Windwing, Hemlock Hills & Pine Mtn.

Wed, Apr 29 · 10:30 EDT

by The Hiking Group - CT & NY

Running

Lake Windwing, Hemlock Hills & Pine Mtn.

Lake Windwing, Hemlock Hills & Pine Mtn.

Wed, Apr 29 · 10:30 EDT

by The Hiking Group - CT & NY

AT: Glacier Rock to St. Johns Ledges, 9-10 miles, Advanced Hike

AT: Glacier Rock to St. Johns Ledges, 9-10 miles, Advanced Hike

Sat, Apr 25 · 09:30 EDT

by CT Outdoors -- Sierra Club

Michael Ciaiola Preserve Hike -(NY/CT) 7.9 to 9.99 miles

Michael Ciaiola Preserve Hike -(NY/CT) 7.9 to 9.99 miles

Sat, Apr 25 · 08:45 EDT

by Westchester Outdoor & More

Evening hike at Lake Zoar/Lower Paugussett

Evening hike at Lake Zoar/Lower Paugussett

Thu, May 7 · 18:00 EDT

by CT Outdoors -- Sierra Club

Cycling

Putnam & North County Trailways 25 Miles +-

Putnam & North County Trailways 25 Miles +-

Tue, Apr 21 · 11:00 EDT

by The Hudson Valley Rail Trail Riders

Cycling Rhode Island's Bike Paths April 26-27, 2026

Cycling Rhode Island's Bike Paths April 26-27, 2026

Sun, Apr 26 · 10:15 EDT

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

Macedonia Brook State Park Gravel Ride

Macedonia Brook State Park Gravel Ride

Sat, Apr 25 · 10:00 EDT

by Connecticut Hike Bike and Paddle

Bike Niantic to New London

Bike Niantic to New London

Fri, Apr 24 · 10:00 EDT

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

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