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Outdoor activitiesin Cheshire, Connecticut

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

Hiking

Rockhouse Hill Sanctuary, Oxford, CT. Picnic Afterwards.

Hosted by:聽The Hiking Group - CT & NY

34 going
Free
Rockhouse Hill Sanctuary, Oxford, CT. Picnic Afterwards.

Paugussett State Forest: Zoar Trail 7 mile hike.

Hosted by:聽The Hiking Group - CT & NY

20 going
Free
Paugussett State Forest: Zoar Trail 7 mile hike.

Black Rock State Park Watertown, CT - B+ Hike - 5-1/2 to 6-1/2 Miles

Hosted by:聽The Hiking Group - CT & NY

26 going
Free
Black Rock State Park Watertown, CT - B+ Hike - 5-1/2 to 6-1/2 Miles

West Peak - Meriden

Hosted by:聽Connecticut Active Singles

34 going
Free
West Peak - Meriden

Walking

Naugatuck State Forest, 7+mile with approximately 1,200ft in Elevation Changes.

Hosted by:聽The Hiking Group - CT & NY

23 going
Free
Naugatuck State Forest, 7+mile with approximately 1,200ft in Elevation Changes.

Walk

Hosted by:聽Keep It Moving Walking Group for Women

3 going
Free
Walk

Sleeping Giant State Park, Hamden, Ct

Hosted by:聽The Hiking Group - CT & NY

25 going
Free
Sleeping Giant State Park, Hamden, Ct

Dog Days of Summer @ Wallingford Bark Park

Hosted by:聽Let's Meet Up With Wallingford Public Library

3 going
Free
Dog Days of Summer @ Wallingford Bark Park

Running

Wadsworth Mansion - Open Air Market & Festival Ride

Hosted by:聽Farmington Bike Up!

14 going
Free
Wadsworth Mansion - Open Air Market & Festival Ride

Dashing Whippets are moving from Meetup to Yakka: Claim your account by 8/30

Hosted by:聽Dashing Whippets Running Team

3 going
Free
Dashing Whippets are moving from Meetup to Yakka: Claim your account by 8/30

DATE CHANGE: Casual Bike Ride - Cheshire to Hamden Rail Trail

Hosted by:聽Middletown and Around Singles 50 plus

8 going
Free
DATE CHANGE: Casual Bike Ride - Cheshire to Hamden Rail Trail

馃幎 Rum Runners Band - Music Under the Stars馃幎

Hosted by:聽The New Haven Collective

33 going
Free
馃幎 Rum Runners Band - Music Under the Stars馃幎

Cycling

Wadsworth Mansion - Open Air Market & Festival Ride

Hosted by:聽Farmington Bike Up!

14 going
Free
Wadsworth Mansion - Open Air Market & Festival Ride

Chester, Deep River and Essex Bike Ride Ride

Hosted by:聽Appalachian Mountain Club - Connecticut Chapter (CT AMC)

1 going
Free
Chester, Deep River and Essex Bike Ride Ride

August 8, 2025 Friday morning bike ride to the Flower Bridge!

Hosted by:聽Farmington Bike Up!

1 going
Free
August 8, 2025 Friday morning bike ride to the Flower Bridge!

MT PISGAH AND MICA LEDGES Durham, CT - Moderate

Hosted by:聽Appalachian Mountain Club - Connecticut Chapter (CT AMC)

1 going
Free
MT PISGAH AND MICA LEDGES Durham, CT - Moderate