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Outdoor activitiesin Sterling, Massachusetts

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

Hiking

Rick’s Ramble: West Boylston Rail Trail

Hosted by: Fellowship of the Tortoise

12 going
Free
Rick’s Ramble: West Boylston Rail Trail

Winterberry Way, Taylor Way and Harry Way Loop and Medusa Brewing!

Hosted by: Hikes and Brew’s and fun activities meetup group

19 going
Free
Winterberry Way, Taylor Way and Harry Way Loop and Medusa Brewing!

Monday night on Wachusett, Level 3 - West Side Trail

Hosted by: North Central MA-Southern NH Hiking Group

2 going
Free
Monday night on Wachusett, Level 3 - West Side Trail

Assabet River Walk

Hosted by: Make Friends As An Adult

4 going
Free
Assabet River Walk

Walking

THE 25 YEAR WALK!

Hosted by: Westborough Walks

11 going
Free
THE 25 YEAR WALK!

Rick’s Ramble: West Boylston Rail Trail

Hosted by: Fellowship of the Tortoise

12 going
Free
Rick’s Ramble: West Boylston Rail Trail

Group Walk: Concord, MA (5 and 10K Walk Options)

Hosted by: Walk 'N Mass: Walk for Fun, Fitness, Friendship in MA & RI

13 going
Free
Group Walk: Concord, MA (5 and 10K Walk Options)

New England Botanical Garden and Sculpture Tour - Boylston MA

Hosted by: Out And About in Northern MA and Southern NH

11 going
Free
New England Botanical Garden and Sculpture Tour - Boylston MA

Running

Marlborough Lions Club Couch to 5k 10 Week Program Week 4!

Hosted by: Marlborough Couch to 5K

2 going
Free
Marlborough Lions Club Couch to 5k 10 Week Program Week 4!

Marlborough Lions Club Couch to 5k 10 Week Program Week 5!

Hosted by: Marlborough Couch to 5K

2 going
Free
Marlborough Lions Club Couch to 5k 10 Week Program Week 5!

Marlborough Lions Club Couch to 5k 10 Week Program Week 5!

Hosted by: Marlborough Couch to 5K

2 going
Free
Marlborough Lions Club Couch to 5k 10 Week Program Week 5!

Rick’s Ramble: West Boylston Rail Trail

Hosted by: Fellowship of the Tortoise

12 going
Free
Rick’s Ramble: West Boylston Rail Trail

Cycling

New England Botanical Garden and Sculpture Tour - Boylston MA

Hosted by: Out And About in Northern MA and Southern NH

11 going
Free
New England Botanical Garden and Sculpture Tour - Boylston MA

S&W Wednesday Night Rides

Hosted by: Granite State Wheelers bicycling club

1 going
Free
S&W Wednesday Night Rides

Fall Foliage Series: Connecticut River Scenic Byway

Hosted by: Boston Countryside Cruisers

2 going
Free
Fall Foliage Series: Connecticut River Scenic Byway

2025 Monday Intermediate / Fast Training Ride

Hosted by: Greater Boston and New England Area Cycling

Be the first
Free
2025 Monday Intermediate / Fast Training Ride