Outdoor activities

in Fairfield, CT

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

Hiking

Sunken Meadow Trail Hike MODERATE.

Sunken Meadow Trail Hike MODERATE.

Sun, Oct 11 · 9:30 AM EDT

by North Shore Walking & Hiking Group

Ward Pound Ridge Via Lewisboro Town Park

Ward Pound Ridge Via Lewisboro Town Park

Sun, Oct 25 · 9:30 AM EDT

by Westchester Outdoor & More

New Date~ Derby Greenway Walk & Pizza 🍕 Badsons

New Date~ Derby Greenway Walk & Pizza 🍕 Badsons

Sat, Nov 7 · 10:30 AM EST

by Fun Time Friends!

Bike Ride To Grace Farms In Pastoral New Canaan

Bike Ride To Grace Farms In Pastoral New Canaan

Sun, Nov 15 · 9:45 AM EST

by Sundance Outdoor Adventure Society

Walking

Walk at twin Brooks Park

Walk at twin Brooks Park

Thu, Oct 8 · 8:00 AM EDT

by MS Community Trumbull Connecticut

Walking the Rainbow- Devil’s Den Preserve

Walking the Rainbow- Devil’s Den Preserve

Sun, Oct 11 · 2:30 PM EDT

by Building the Rainbow: CT LGBTQIA+

Hike at Housatonic Rail-Trail, Trumbull, CT

Hike at Housatonic Rail-Trail, Trumbull, CT

Sun, Oct 18 · 11:30 PM EDT

by For those 60+ to meet for walks, hikes, social events

Autumn Walk by the L.I. Sound at the Edith Read Nature Center

Autumn Walk by the L.I. Sound at the Edith Read Nature Center

Sun, Oct 11 · 1:15 PM EDT

by Rockland Singles 60 Plus Afternoon Walks, Hikes, Arts & Ent.

Running

Long Island Short Film Collective - Inaugural Meeting! RSVP by 9/30

Long Island Short Film Collective - Inaugural Meeting! RSVP by 9/30

Wed, Oct 7 · 7:00 PM EDT

by Long Island Short Film Collective

🌟 Sky's the Limit Challenge: Collis P. Huntington & Putnam Memorial Parks 🌟

🌟 Sky's the Limit Challenge: Collis P. Huntington & Putnam Memorial Parks 🌟

Tue, Oct 13 · 10:00 AM EDT

by Middletown and Around Singles 50 plus

Sunday Run - Tallman Mountain State Park with Diane

Sunday Run - Tallman Mountain State Park with Diane

Sun, Oct 11 · 8:00 AM EDT

by Palisades Running Club

Ultimate Frisbee Pickup (Free)

Ultimate Frisbee Pickup (Free)

Sun, Oct 11 · 11:00 AM EDT

by Ultimate Frisbee Meetup of Fairfield County

Cycling

Hike at Housatonic Rail-Trail, Trumbull, CT

Hike at Housatonic Rail-Trail, Trumbull, CT

Sun, Oct 18 · 11:30 PM EDT

by For those 60+ to meet for walks, hikes, social events

Westchester Social Cyclists Bike Jersey

Westchester Social Cyclists Bike Jersey

Thu, Oct 22 · 7:00 PM EDT

by Westchester Social Cyclists

Pimpinella at 314 Beer Garden

Pimpinella at 314 Beer Garden

Fri, Oct 16 · 6:30 PM EDT

by Fun Time Friends!

2026 Long Island Mountain Bike Festival presented by CLIMB

2026 Long Island Mountain Bike Festival presented by CLIMB

Sat, Oct 17 · 9:00 AM EDT

by CLIMB - Concerned Long Island Mountain Bicyclists

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