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Outdoor activities

in New Fairfield, CT

Discover outdoor activities in New Fairfield with Meetup. Whatever your interest, Meetup helps you connect with like-minded people.

Hiking

Holiday Party! Full Buffet and DJ! Party and Dance with Your Hiking Friends!

Sat, Dec 20 · 19:00 EST

Holiday Party! Full Buffet and DJ! Party and Dance with Your Hiking Friends!

by The Hiking Group - CT & NY

Squantz Pond State Park and Pootatuck State Forest

Fri, Jan 9, 2026 · 10:30 EST

Squantz Pond State Park and Pootatuck State Forest

by The Hiking Group - CT & NY

Roxbury Mine Hills Preserve

Wed, Jan 28, 2026 · 10:30 EST

Roxbury Mine Hills Preserve

by The Hiking Group - CT & NY

Upper Paugussett State Forest/Lake Lillinonah. Picnic afterwards.

Fri, Jan 23, 2026 · 10:30 EST

Upper Paugussett State Forest/Lake Lillinonah. Picnic afterwards.

by The Hiking Group - CT & NY

Walking

Fahnestock State Park, 8-mile hike. Picnic to follow.

Mon, Dec 29 · 10:30 EST

Fahnestock State Park, 8-mile hike. Picnic to follow.

by The Hiking Group - CT & NY

Lunch Grace Farms and/or 2026 Events Brainstorming

Sat, Jan 3, 2026 · 12:30 EST

Lunch Grace Farms and/or 2026 Events Brainstorming

by Women's 45 & Up Social & Walking Club

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

Mon, Dec 22 · 10:30 EST

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

by The Hiking Group - CT & NY

Wellness Yoga and Tea with Pilin Anice - $25

Sat, Jan 3, 2026 · 10:30 EST

Wellness Yoga and Tea with Pilin Anice - $25

by Women's 45 & Up Social & Walking Club

Running

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

Mon, Dec 22 · 10:30 EST

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

by The Hiking Group - CT & NY

12/28/25 - Shepaug Eagle Watch (AM) & Bent of the River Hike (PM)

Sun, Dec 28 · 08:45 EST

12/28/25 - Shepaug Eagle Watch (AM) & Bent of the River Hike (PM)

by CT Outdoors -- Sierra Club

Deer Pond Farm, Sherman, CT. 7-mile hike - Picnic afterwards.

Sun, Dec 28 · 11:00 EST

Deer Pond Farm, Sherman, CT. 7-mile hike - Picnic afterwards.

by The Hiking Group - CT & NY

Naugatuck Forest East, +/-12 Miles, Intermediate Hike

Tue, Dec 30 · 09:00 EST

Naugatuck Forest East, +/-12 Miles, Intermediate Hike

by CT Outdoors -- Sierra Club

Cycling

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

Mon, Dec 22 · 10:30 EST

Michael Ciaiola Conservation Trail and Great Hollow Nature Preserve - 7 miles

by The Hiking Group - CT & NY

New Year's Day hike in Guilford

Thu, Jan 1, 2026 · 11:00 EST

New Year's Day hike in Guilford

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

Deer Pond Farm, Sherman, CT. 7-mile hike - Picnic afterwards.

Sun, Dec 28 · 11:00 EST

Deer Pond Farm, Sherman, CT. 7-mile hike - Picnic afterwards.

by The Hiking Group - CT & NY

Hike White Memorial Foundation, Litchfield CT (B2C) Moderate

Sun, Dec 21 · 10:00 EST

Hike White Memorial Foundation, Litchfield CT (B2C) Moderate

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

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