Outdoor activities

in Wellesley Hills, MA

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

Hiking

Fells Wright’s Tower Hike

Fells Wright’s Tower Hike

Mon, Aug 17 · 10:00 AM EDT

by Hike the Middlesex Fells

Hike Lynn Woods

Hike Lynn Woods

Fri, Aug 14 · 10:00 AM EDT

by Hike the Middlesex Fells

A New England Adventure Awaits-Vietnam Milford Trail, Scenic Loop

A New England Adventure Awaits-Vietnam Milford Trail, Scenic Loop

Sun, Sep 13 · 9:00 AM EDT

by Let’s Get Hiking! (LGH)

Breakheart Challenge

Breakheart Challenge

Sat, Aug 15 · 9:00 AM EDT

by Active and Creative Women Only Friends-North Shore & Boston

Walking

🎭 Don't Tell Comedy — Secret Stand Up Show, Laughs, Great Company

🎭 Don't Tell Comedy — Secret Stand Up Show, Laughs, Great Company

Sat, Aug 15 · 6:30 PM EDT

by Friends Beyond Boston - Waltham Social 20s & 40s MetroWest

Nature Walk, Arnold Arboretum

Nature Walk, Arnold Arboretum

Sat, Aug 15 · 10:00 AM EDT

by Nature Walking Group in Arnold Arboretum

Saturday Group Walk: Newton Centre, MA (10 & 5KM Walk options)

Saturday Group Walk: Newton Centre, MA (10 & 5KM Walk options)

Sat, Aug 15 · 9:45 AM EDT

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

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 6:00pm EDT

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 6:00pm EDT

Sun, Aug 16 · 6:00 PM EDT

by Boston Walking Meetup Group

Running

Christian Group Walk/Run @ Mass Central Rail Trail

Christian Group Walk/Run @ Mass Central Rail Trail

Wed, Aug 12 · 6:30 AM EDT

by Faith on Trails!

Lazy Sunday Run and Coffee Social

Lazy Sunday Run and Coffee Social

Sun, Aug 23 · 8:00 AM EDT

by Dashing Whippets Running Team - Boston Chapter

5-6 Mile Run Starting From Davis Square

5-6 Mile Run Starting From Davis Square

Tue, Aug 11 · 6:30 PM EDT

by Davis Square Runners

Come join for our groups first ever run or walk!

Come join for our groups first ever run or walk!

Sun, Aug 16 · 12:00 PM EDT

by slow runners and walkers for fun

Cycling

MA-RI-CT-MA 4-day hotel-to hotel Oct 9-12 2026

MA-RI-CT-MA 4-day hotel-to hotel Oct 9-12 2026

Fri, Aug 21 · 6:00 PM EDT

by Greater Boston and New England Area Cycling

Cycle the City

Cycle the City

Sat, Aug 22 · 10:00 AM EDT

by AMC Boston Bike Committee

AMC 150 Bicycle Friendship to Camden

AMC 150 Bicycle Friendship to Camden

Fri, Aug 21 · 12:00 PM EDT

by AMC Boston Bike Committee

Gravel Ride Maynard (Thursday Night Ride)

Gravel Ride Maynard (Thursday Night Ride)

Thu, Aug 13 · 6:00 PM EDT

by AMC Boston Bike Committee

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