Skip to content

Outdoor activities

in Littleton, MA

Discover outdoor activities in Littleton 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

Morning Hike - North Reservoir

Thu, Dec 18 · 10:00 AM EST

Morning Hike - North Reservoir

by Hike the Middlesex Fells

Beaver Brook Hollis NH

Thu, Jan 1, 2026 · 10:00 AM EST

Beaver Brook Hollis NH

by New England Over 50 Hiking Group

Horn Pond Nature Walk

Mon, Dec 22 · 10:30 AM EST

Horn Pond Nature Walk

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

Walking

Walk & Talk About Life's Big Questions

Sat, Jan 3, 2026 · 8:00 AM EST

Walk & Talk About Life's Big Questions

by The Board Walks- Boston

Wayland Family Nature Walk

Sat, Dec 20 · 10:00 AM EST

Wayland Family Nature Walk

by Wayland Nature Walks

Bolton Lime Quarry and Kiln Loop ON LEASH

Sat, Dec 20 · 8:00 AM EST

Bolton Lime Quarry and Kiln Loop ON LEASH

by Walk and Wags Dog Hiking

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

Sun, Dec 14 · 3:15 PM EST

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

by Boston Walking Meetup Group

Running

CampHUB December Vacation Camp

Fri, Dec 26 · 9:00 AM EST

CampHUB December Vacation Camp

by New England Parkour and Free Running Group

Holiday Lights Run!

Tue, Dec 16 · 6:30 PM EST

Holiday Lights Run!

by Davis Square Runners

Marlborough Rail Trail Easy Jog

Sun, Dec 14 · 10:00 AM EST

Marlborough Rail Trail Easy Jog

by Community Fitness & Accountibility

run + brunch (bRUNch)

Sat, Dec 20 · 10:00 AM EST

run + brunch (bRUNch)

by Informal Running Club's TMIRCE:BOS

Cycling

Frederic Cutter Merriam - Pelham NH

Tue, Dec 16 · 10:00 AM EST

Frederic Cutter Merriam - Pelham NH

by 4 Seasons Hiking Group

Jingle Ride w/Ciclismo Classico! Bike, Sing, Holiday Bling in Boston Area!

Sun, Dec 14 · 10:00 AM EST

Jingle Ride w/Ciclismo Classico! Bike, Sing, Holiday Bling in Boston Area!

by North Shore Bicycling For Fun

Meet & Ride at Revolution Hall

Wed, Dec 17 · 6:00 PM EST

Meet & Ride at Revolution Hall

3rd Wednesday Potluck and Trivia Night

Wed, Dec 17 · 6:30 PM EST

3rd Wednesday Potluck and Trivia Night

by Appalachian Mountain Club Worcester Chapter

Suggested groups

Looking for something more?

Meet new friends

Sports & Hobbies

All events in Littleton