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Outdoor activitiesin Winchester, Massachusetts

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

Running

Rescheduled Topsfield to Danvers Bike Ride (optional Peabody)

Hosted by: Tri-State Leisure Cycling & Kayaking

5 going
Free
Rescheduled Topsfield to Danvers Bike Ride (optional Peabody)

3 Mile Run Starting From Davis Square

Hosted by: Davis Square Runners

6 going
Free
3 Mile Run Starting From Davis Square

5-6 Mile Run Starting From Davis Square

Hosted by: Davis Square Runners

5 going
Free
5-6 Mile Run Starting From Davis Square

Whippets Weekend Run - Boston Common

Hosted by: Dashing Whippets Running Team - Boston Chapter

1 going
Free
Whippets Weekend Run - Boston Common

Cycling

Rescheduled Topsfield to Danvers Bike Ride (optional Peabody)

Hosted by: Tri-State Leisure Cycling & Kayaking

5 going
Free
Rescheduled Topsfield to Danvers Bike Ride (optional Peabody)

2025 Wednesday moderate Fitness Ride

Hosted by: Boston Area Cycling

1 going
Free
2025 Wednesday moderate Fitness Ride

Danvers to Amesbury Rail Trail(s)

Hosted by: Boston Area Cycling

7 going
Free
Danvers to Amesbury Rail Trail(s)

Bike - Bruce Freeman Rail Trail, West Concord, MA

Hosted by: Women Outdoors — Eastern Massachusetts Meetup

14 going
Free
Bike - Bruce Freeman Rail Trail, West Concord, MA