Outdoor activities

in Pittsfield, MA

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

Hiking

5th Annual Tanglewood & Optional Camping Event

5th Annual Tanglewood & Optional Camping Event

Fri, Jul 10 · 4:00 PM EDT

by North Central MA-Southern NH Hiking Group

Keystone Arch Bridges Trail & Glendale Falls

Keystone Arch Bridges Trail & Glendale Falls

Sat, Aug 8 · 10:00 AM EDT

by South Shore Hike, Bike & Social Club

(20s/30s+) Intro to Backpacking Workshop

(20s/30s+) Intro to Backpacking Workshop

Fri, Jun 12 · 12:00 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Hike Boehme Legacy Forest

Hike Boehme Legacy Forest

Sun, Jun 14 · 9:00 AM EDT

by Trail Dames of the Capital District

Walking

Wakefulness Through Writing & Walking

Wakefulness Through Writing & Walking

Fri, Jun 26 · 7:00 AM EDT

by Neurodivergent Nurturing Through Nature

DAR State Forest Exploration

DAR State Forest Exploration

Tue, Jun 23 · 8:30 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Walk in Troy

Walk in Troy

Sat, Jun 13 · 8:30 AM EDT

by Walk for Fun, Fitness and Friendship

Mount Toby Explorer

Mount Toby Explorer

Tue, Jun 23 · 9:30 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Running

[Affinity] LGBTQ+ Pride Day on the River Dryway Run

[Affinity] LGBTQ+ Pride Day on the River Dryway Run

Sun, Jun 14 · 10:00 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Monday Night Track Workout!

Monday Night Track Workout!

Mon, Jun 15 · 6:00 PM EDT

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

Last Word Toastmasters of the Berkshires Club Meeting

Last Word Toastmasters of the Berkshires Club Meeting

Thu, Jun 18 · 6:30 PM EDT

by Public Speaking/Leadership in MA by District 53 Toastmasters

Sunday bRUNch at The Scene

Sunday bRUNch at The Scene

Sun, Jun 14 · 9:00 AM EDT

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

Cycling

Cycling the Berkshires: Tyringham Valley

Cycling the Berkshires: Tyringham Valley

Sun, Jun 21 · 10:00 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Cycle Babble

Cycle Babble

Sat, Jun 13 · 8:30 AM EDT

by Pittsfield MAtch-up

Great Barrington to Mill River Bike Ride

Great Barrington to Mill River Bike Ride

Sun, Jun 14 · 10:00 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Weekday Easy 19-Mile Bike Ride through Hatfield, Deerfield, and Whately

Weekday Easy 19-Mile Bike Ride through Hatfield, Deerfield, and Whately

Thu, Jun 25 · 9:00 AM EDT

by Appalachian Mountain Club (AMC) Western MA

Suggested groups

Looking for something more?

Meet new friends

Sports & Hobbies

All events in Pittsfield