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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

Afternoon Hike on the Battle Road Trail - Lincoln MA

Fri, Jan 30, 2026 · 2:30 PM EST

Afternoon Hike on the Battle Road Trail - Lincoln MA

by Out And About in Northern MA and Southern NH

Holliston First Night Rail Trail Walk - Dec 31 - 5:00 PM to 8 PM

Wed, Dec 31 · 5:00 PM EST

Holliston First Night Rail Trail Walk - Dec 31 - 5:00 PM to 8 PM

by Fellowship of the Tortoise

Crystal Springs, Virginia Wood and MWRA Reservoir

Fri, Jan 2, 2026 · 10:00 AM EST

Crystal Springs, Virginia Wood and MWRA Reservoir

by Hike the Middlesex Fells

First Day Hike at Walden Pond (late risers😴)

Thu, Jan 1, 2026 · 12:00 PM EST

First Day Hike at Walden Pond (late risers😴)

by The Boston Hiking Meetup Group

Walking

Nature Walk, Arnold Arboretum

Sat, Jan 3, 2026 · 10:00 AM EST

Nature Walk, Arnold Arboretum

by Nature Walking Group in Arnold Arboretum

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

Sat, Jan 10, 2026 · 10:15 AM EST

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

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

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

Sun, Jan 4, 2026 · 3:15 PM EST

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

by Boston Walking Meetup Group

New Years Day Walk -Back Bay, Boston (5 & 10 KM)

Thu, Jan 1, 2026 · 8:30 AM EST

New Years Day Walk -Back Bay, Boston (5 & 10 KM)

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

Running

Lazy Sunday Run and Coffee Social

Sun, Jan 11, 2026 · 8:00 AM EST

Lazy Sunday Run and Coffee Social

by Dashing Whippets Running Team - Boston Chapter

3 Mile Run Starting From Davis Square

Tue, Dec 30 · 6:30 PM EST

3 Mile Run Starting From Davis Square

by Davis Square Runners

Let’s Go for a Brunch Run (10:30 AM)

Sun, Jan 4, 2026 · 10:30 AM EST

Let’s Go for a Brunch Run (10:30 AM)

by Boston Social Running Club

Whippets Weekend Run - Boston Common

Sat, Jan 3, 2026 · 7:30 AM EST

Whippets Weekend Run - Boston Common

by Dashing Whippets Running Team - Boston Chapter

Cycling

Hike: Blue hills 4-5 miles hike at good pace

Thu, Jan 1, 2026 · 9:00 AM EST

Hike: Blue hills 4-5 miles hike at good pace

by Blue Hills Hiking and Biking Club

Boston Code and Coffee @ CIC

Sat, Jan 10, 2026 · 12:00 PM EST

Boston Code and Coffee @ CIC

by Boston Code and Coffee

Narrow-Gauge Rail Trail - Part 2

Sun, Jan 4, 2026 · 12:00 PM EST

Narrow-Gauge Rail Trail - Part 2

by The Walking Group

3rd Wednesday Social/Potluck/Speaker: Everest Base Camp ...

Wed, Jan 21, 2026 · 6:30 PM EST

3rd Wednesday Social/Potluck/Speaker: Everest Base Camp ...

by Appalachian Mountain Club Worcester Chapter

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