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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

Annual Upper Goose Pond - Appalachian Trail 8+/- miles

Hosted by: Hiking - Enchantment

15 going
Free
Annual Upper Goose Pond - Appalachian Trail 8+/- miles

(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

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

Massachusetts Appalachian Trail ~79 Miles Backpacking Fall Foliage Section Hike

Hosted by: Virginia Outdoor Adventures | backpack, hike, paddle & more

5 going
Free
Massachusetts Appalachian Trail ~79 Miles Backpacking Fall Foliage Section Hike

Running

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

Last Word Toastmasters of the Berkshires Club Meeting

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

3 going
Free
Last Word Toastmasters of the Berkshires Club Meeting

Hump Day Hill Workout - Blatnick Park

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

5 going
Free
Hump Day Hill Workout - Blatnick Park

Dining at Historic Stage Coach Stop

Hosted by: Singles & Fun in the Berkshires

1 going
Free
Dining at Historic Stage Coach Stop

Cycling

Joint Meeting with BershIre Business Builders

Hosted by: MeetUp and Speed Networking ,Opportunities

1 going
Free
Joint Meeting with BershIre Business Builders

Labor Day Weekend on Copake Lake, NY 🏊🏻‍♀️🛶🥾🚴‍♀️

Hosted by: New York Backpackers

6 going
Free
Labor Day Weekend on Copake Lake, NY 🏊🏻‍♀️🛶🥾🚴‍♀️

Dining at Historic Stage Coach Stop

Hosted by: Singles & Fun in the Berkshires

1 going
Free
Dining at Historic Stage Coach Stop

Helderberg-Hudson Rail Trail (South Pearl St Trailhead)

Hosted by: Weekday Daytime mostly paved path Walking Near Albany

2 going
Free
Helderberg-Hudson Rail Trail (South Pearl St Trailhead)