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Outdoor activitiesin Pittsfield, Massachusetts

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

Hiking

(Hiking) Mt. Greylock - Hopper Trail (8 Miles)

Hosted by: Pioneer Valley Over 55 Social Circle

6 going
Free
(Hiking) Mt. Greylock - Hopper Trail (8 Miles)

Mt. Greylock - Summit Hike (Hopper Trail)

Hosted by: Hiking - Enchantment

16 going
Free
Mt. Greylock - Summit Hike (Hopper Trail)

Keystone Arch Bridges Trail & Glendale Falls

Hosted by: South Shore Hike, Bike & Social Club

6 going
Free
Keystone Arch Bridges Trail & Glendale Falls

Keystone Arch Bridges Trail & Glendale Falls

Hosted by: Boston Metro Hike Bike & Social Club

4 going
Free
Keystone Arch Bridges Trail & Glendale Falls

Walking

Weekend in the Berkshires

Hosted by: Fellowship of the Tortoise

2 going
Free
Weekend in the Berkshires

Tuesday Treks (BRIDGE/WALKWAY)

Hosted by: Friends of Dyken Pond Center Outdoor Explorers

4 going
Free
Tuesday Treks (BRIDGE/WALKWAY)

Dining at Historic Stage Coach Stop

Hosted by: Singles & Fun in the Berkshires

1 going
Free
Dining at Historic Stage Coach Stop

Relaxed paced hike through the Greenberg Reserve and along the Walloomsac Valley

Hosted by: Bennington Section Green Mountain Club

9 going
Free
Relaxed paced hike through the Greenberg Reserve and along the Walloomsac Valley

Running

Last Word Toastmasters of the Berkshires Club Meeting

Hosted by: Public Speaking/Leadership in MA by District 53 Toastmasters

1 going
Free
Last Word Toastmasters of the Berkshires Club Meeting

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

Hosted by: Dashing Whippets Running Team

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

Weekend in the Berkshires

Hosted by: Fellowship of the Tortoise

2 going
Free
Weekend in the Berkshires

Morning run at Ashokan Promenade followed by Brunch in Woodstock

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

4 going
Free
Morning run at Ashokan Promenade followed by Brunch in Woodstock

Cycling

Keystone Arch Bridges Trail & Glendale Falls

Hosted by: Boston Metro Hike Bike & Social Club

4 going
Free
Keystone Arch Bridges Trail & Glendale Falls

Weekend in the Berkshires

Hosted by: Fellowship of the Tortoise

2 going
Free
Weekend in the Berkshires

Joint Meeting with BershIre Business Builders

Hosted by: MeetUp and Speed Networking ,Opportunities

1 going
Free
Joint Meeting with BershIre Business Builders

FYI/If Interested-D2R2 (Ride for the Land) Gravel Ride/Race

Hosted by: Greater Boston and New England Area Cycling

2 going
Free
FYI/If Interested-D2R2 (Ride for the Land) Gravel Ride/Race