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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

Indian Well State Park and Birchbank Mtn, Shelton, CT - B Hike - 5-1/2 Miles

Hosted by: The Hiking Group - CT & NY

48 going
Free
Indian Well State Park and Birchbank Mtn, Shelton, CT - B Hike - 5-1/2 Miles

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

Hosted by: The Hiking Group - CT & NY

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

Hop Brook Lake, 5-mile hike.

Hosted by: The Hiking Group - CT & NY

25 going
Free
Hop Brook Lake, 5-mile hike.

🥾 Castle Craig Hiking Adventure! 🏞️

Hosted by: The New Haven Collective

29 going
Free
🥾 Castle Craig Hiking Adventure! 🏞️

Walking

Gratitude Walk @ Sleeping Giant

Hosted by: Gratitude Choice Project: Walk in Nature & Connect

48 going
Free
Gratitude Walk @ Sleeping Giant

Mindful Hike Another Visit to Crescent Lake ⛰️

Hosted by: CT Mindful Hiking ⛰️

27 going
Free
Mindful Hike Another Visit to Crescent Lake ⛰️

Gratitude Walk @ Leatherman's Cave to Branch Brook Trail Loop

Hosted by: Gratitude Choice Project: Walk in Nature & Connect

28 going
Free
Gratitude Walk @ Leatherman's Cave to Branch Brook Trail Loop

🌅 LEAP INTO LIGHT: A SUNSET EQUINOX HIKE 🌈🌿

Hosted by: PRIDE Pathfinders: CT LGBTQIA Hiking Group

3 going
Free
🌅 LEAP INTO LIGHT: A SUNSET EQUINOX HIKE 🌈🌿

Running

Hop Brook Lake, 5-mile hike.

Hosted by: The Hiking Group - CT & NY

25 going
Free
Hop Brook Lake, 5-mile hike.

Long Pose Figure Study Featuring Terry

Hosted by: The San Francisco International Figure Drawing Group

2 going
Free
Long Pose Figure Study Featuring Terry

Running New Haven (Pickup Sports Game)

Hosted by: Pickup Sports (Adult League)

5 going
Free
Running New Haven (Pickup Sports Game)

Sunshine, Wine and Roses! And Soldiers and Sailors, too! Hike, Stroll and Gaze

Hosted by: South Eastern CT Adventures

13 going
Free
Sunshine, Wine and Roses! And Soldiers and Sailors, too! Hike, Stroll and Gaze

Cycling

June 11, 2025 Wednesday morning ride starting in Southington

Hosted by: Farmington Bike Up!

6 going
Free
June 11, 2025 Wednesday morning ride starting in Southington

Madison Green to Guilford Green Ride

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

1 going
Free
Madison Green to Guilford Green Ride

Biking New Haven (Pickup Sports Game)

Hosted by: Pickup Sports (Adult League)

5 going
Free
Biking New Haven (Pickup Sports Game)

Sleeping Giant Master #3, Orange and Green trails with Tower Path. Rigorous

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

1 going
Free
Sleeping Giant Master #3, Orange and Green trails with Tower Path. Rigorous