Skip to content

Outdoor activities

in Cheshire, MA

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

Hiking

Tuesday Treks (Dustin Swamp)

Tuesday Treks (Dustin Swamp)

Tue, Jan 13 · 12:30 PM EST

by Friends of Dyken Pond Center Outdoor Explorers

Tuesday Treks (Newcomb)

Tuesday Treks (Newcomb)

Tue, Jan 20 · 12:30 PM EST

by Friends of Dyken Pond Center Outdoor Explorers

Tuesday Treks (Grandfather Rock)

Tuesday Treks (Grandfather Rock)

Tue, Jan 27 · 12:30 PM EST

by Friends of Dyken Pond Center Outdoor Explorers

Mt Toby Winter Hike

Mt Toby Winter Hike

Sat, Jan 31 · 9:00 AM EST

by Appalachian Mountain Club (AMC) Western MA

Walking

Pittsfield State Forest, Pittsfield, MA

Pittsfield State Forest, Pittsfield, MA

Tue, Jan 20 · 9:30 AM EST

by Appalachian Mountain Club (AMC) Western MA

Wildlife Transect, Mass Pike Bridges Area

Wildlife Transect, Mass Pike Bridges Area

Sat, Jan 24 · 9:00 AM EST

by Appalachian Mountain Club (AMC) Western MA

Introduction to Canoe Camping with the AMC NH Paddlers Canoe Committee

Introduction to Canoe Camping with the AMC NH Paddlers Canoe Committee

Sun, Jan 18 · 9:30 AM EST

by Appalachian Mountain Club (AMC) Western MA

Three Corners

Three Corners

Sat, Jan 31 · 10:00 AM EST

by New England Hikers

Running

Pocumtuck Ridge

Pocumtuck Ridge

Tue, Jan 13 · 9:00 AM EST

by Appalachian Mountain Club (AMC) Western MA

Monday Night Track Workout!

Monday Night Track Workout!

Mon, Jan 12 · 6:00 PM EST

by The Most Informal Running Club, Ever (TMIRCE): Upstate

Gym Climbing - Central Rock Gym Hadley

Gym Climbing - Central Rock Gym Hadley

Wed, Jan 21 · 5:30 PM EST

by Appalachian Mountain Club (AMC) Western MA

Sunday bRUNch at Manory's

Sunday bRUNch at Manory's

Sun, Jan 25 · 9:00 AM EST

by The Most Informal Running Club, Ever (TMIRCE): Upstate

Cycling

Introduction to Canoe Camping with the AMC NH Paddlers Canoe Committee

Introduction to Canoe Camping with the AMC NH Paddlers Canoe Committee

Sun, Jan 18 · 9:30 AM EST

by Appalachian Mountain Club (AMC) Western MA

Pocumtuck Ridge

Pocumtuck Ridge

Tue, Jan 13 · 9:00 AM EST

by Appalachian Mountain Club (AMC) Western MA

(20s/30s+) Night Skiing at Berkshire East

(20s/30s+) Night Skiing at Berkshire East

Wed, Jan 14 · 5:00 PM EST

by Appalachian Mountain Club (AMC) Western MA

NH Wapack Trail: Barrett Mountain to Pratt Mountain

NH Wapack Trail: Barrett Mountain to Pratt Mountain

Sat, Jan 17 · 9:45 AM EST

by Appalachian Mountain Club (AMC) Western MA

Suggested groups

Looking for something more?

Meet new friends

Sports & Hobbies

All events in Cheshire