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Outdoor activitiesin Windham, Maine

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

Hiking

Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

Hosted by: 4 Seasons Hiking Group

13 going
Free
Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

📢 Trail Skills Workshop – Help Build a New Trail on the Royal River!

Hosted by: Appalachian Mountain Club - Maine Chapter

1 going
Free
📢 Trail Skills Workshop – Help Build a New Trail on the Royal River!

MOAC National Trails Day Annual Trail Maintenance

Hosted by: Maine Outdoor Adventure Club (MOAC)

2 going
Free
MOAC National Trails Day Annual Trail Maintenance

Biking the Eastern Trail - Scarborough to South Portland, Maine

Hosted by: 4 Seasons Hiking Group

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

Walking

Shaw Cherry Hill Farm Walk, Lunch at Sebago Brewing Co.

Hosted by: Portland’s Something Social Meetup

12 going
Free
Shaw Cherry Hill Farm Walk, Lunch at Sebago Brewing Co.

Portland (ME) Art Museum, Optional Dinner & Optional Urban Walkabout, 5/9/25

Hosted by: Bay State Outdoor Trekkers

2 going
Free
Portland (ME) Art Museum, Optional Dinner & Optional Urban Walkabout, 5/9/25

Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

Hosted by: 4 Seasons Hiking Group

13 going
Free
Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

9th Get Outside & Make Gen Z/Millennial Friends: Nature Walk then Dinner/Drinks

Hosted by: Scarborough Land Trust Nature and Farm Events

20 going
Free
9th Get Outside & Make Gen Z/Millennial Friends: Nature Walk then Dinner/Drinks

Running

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

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

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

Volunteers Needed - All Abilities

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

3 going
Free
Volunteers Needed - All Abilities

📢 Trail Skills Workshop – Help Build a New Trail on the Royal River!

Hosted by: Appalachian Mountain Club - Maine Chapter

1 going
Free
📢 Trail Skills Workshop – Help Build a New Trail on the Royal River!

Happy Hour Meet-Up at Novare Res

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

25 going
Free
Happy Hour Meet-Up at Novare Res

Cycling

Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

Hosted by: 4 Seasons Hiking Group

13 going
Free
Back Cove and the Waterfront in Portland, Maine, 5.7 Miles

Biking the Eastern Trail - Scarborough to South Portland, Maine

Hosted by: 4 Seasons Hiking Group

19 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

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

Full Moon Recharge | Forest Bathing + Moon Ritual

Hosted by: Forest Bathing with Gently Flourish

1 going
From $25.00
Full Moon Recharge | Forest Bathing + Moon Ritual