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

Wolcott Path - steady pace

Wolcott Path - steady pace

Sat, Aug 15 · 8:00 AM EDT

by Blue Hills Hiking Club

Fells Wright’s Tower Hike

Fells Wright’s Tower Hike

Mon, Aug 17 · 10:00 AM EDT

by Hike the Middlesex Fells

Two tower hike: Bear hill to Wrights tower and back

Two tower hike: Bear hill to Wrights tower and back

Sat, Aug 15 · 10:00 AM EDT

by The Boston Hiking Meetup Group

Breakheart Silver and Pearce Lake Hike

Breakheart Silver and Pearce Lake Hike

Fri, Aug 21 · 10:15 AM EDT

by Hike the Middlesex Fells

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

Marathon Mastery Training Night Sessions

Marathon Mastery Training Night Sessions

Sat, Sep 5 · 10:00 AM EDT

by Marathon Miles and Midweek Social Nights

5-6 Mile Run Starting from Medford Square

5-6 Mile Run Starting from Medford Square

Wed, Aug 19 · 6:45 AM EDT

by Medford Square Runners

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

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

Ride to Stoneham, Woburn and Winchester and cool off at Shannon Beach.

Ride to Stoneham, Woburn and Winchester and cool off at Shannon Beach.

Fri, Aug 21 · 9:00 AM EDT

by North Shore Bicycling For Fun

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