Skip to content

Outdoor activitiesin Windham, Maine

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

Hiking

Weekend Acadia Trip #2

Hosted by: Portland 20s Crew: Outdoor Adventures and Hangouts

11 going
Free
Weekend Acadia Trip #2

Hike to Angel Falls

Hosted by: Maine Outdoor Adventure Club (MOAC)

1 going
Free
Hike to Angel Falls

Biking the Eastern Trail - Scarborough to South Portland, Maine

Hosted by: 4 Seasons Hiking Group

15 going
Free
Biking the Eastern Trail - Scarborough to South Portland, Maine

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

1 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Walking

Pine Point Beach walk

Hosted by: Maine Outdoor Adventure Club (MOAC)

1 going
Free
Pine Point Beach walk

StoryWalk Celebration

Hosted by: Scarborough Land Trust Nature and Farm Events

2 going
Free
StoryWalk Celebration

Group walk and drink after

Hosted by: Portland 20s Crew: Outdoor Adventures and Hangouts

13 going
Free
Group walk and drink after

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

1 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Running

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

1 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

2025 Read Harder Challenge - Monthly Meet Up

Hosted by: Random Fun Shenanigans

3 going
Free
2025 Read Harder Challenge - Monthly Meet Up

Trail Work Day Cutler Mt.

Hosted by: Appalachian Mountain Club - Maine Chapter

2 going
Free
Trail Work Day Cutler Mt.

East End Race Series for Kayak & SUP

Hosted by: Portland Paddle Meetup

3 going
From $12.00
East End Race Series for Kayak & SUP

Cycling

Biking the Eastern Trail - Scarborough to South Portland, Maine

Hosted by: 4 Seasons Hiking Group

15 going
Free
Biking the Eastern Trail - Scarborough to South Portland, Maine

Eastern Rail Trail (Saco to S Portland) Bike Ride

Hosted by: North Shore Bicycling For Fun

20 going
Free
Eastern Rail Trail (Saco to S Portland) Bike Ride

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

1 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Picnic @ Smiling Hill Farm

Hosted by: Portland Millennials

10 going
Free
Picnic @ Smiling Hill Farm