Outdoor activities

in New Windsor, MD

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

Hiking

Liberty Reservoir: Liberty West-Morgan Runs Trail (7.3 Miles - Moderate)

Liberty Reservoir: Liberty West-Morgan Runs Trail (7.3 Miles - Moderate)

Sun, Sep 27 · 3:00 PM EDT

by Patapsco Pride (LGBTQIA+ Hiking Group)

Loew Vineyards + Games

Loew Vineyards + Games

Sun, Oct 4 · 2:00 PM EDT

by Frederick 20's and 30's Hiking and Social Group

Difficult SLOW Hike: Sugarloaf Mountain and Vineyard Trip

Difficult SLOW Hike: Sugarloaf Mountain and Vineyard Trip

Sun, Sep 27 · 12:15 PM EDT

by Hiking and Other Cool Stuff

Gentle Walk in Search of Butterflies - 2 & 1/2 miles @ Mt. Airy, MD

Gentle Walk in Search of Butterflies - 2 & 1/2 miles @ Mt. Airy, MD

Tue, Sep 29 · 9:30 AM EDT

by Trail Dames of Maryland

Walking

Springfield Manor

Springfield Manor

Sat, Oct 3 · 12:00 PM EDT

by Fun things to in Frederick for singles 50 and over

Gentle Walk in Search of Butterflies - 2 & 1/2 miles @ Mt. Airy, MD

Gentle Walk in Search of Butterflies - 2 & 1/2 miles @ Mt. Airy, MD

Tue, Sep 29 · 9:30 AM EDT

by Trail Dames of Maryland

Frederick MD Oktoberfest

Frederick MD Oktoberfest

Sat, Oct 3 · 9:00 AM EDT

by Maryland Walkers / Hikers (Volkssport) Association

Loew Vineyards + Games

Loew Vineyards + Games

Sun, Oct 4 · 2:00 PM EDT

by Frederick 20's and 30's Hiking and Social Group

Running

🎃 Girls’ Brunch + Fall Festivities

🎃 Girls’ Brunch + Fall Festivities

Sat, Oct 24 · 11:00 AM EDT

by Brunch & Besties 💕 — Girls Making New Friends

TBD 2026 Corgi Clumber Rumble -AKC FastCat PWCCP -external registration required

TBD 2026 Corgi Clumber Rumble -AKC FastCat PWCCP -external registration required

Fri, Oct 2 · 8:00 AM EDT

by Capital Corgi Meetup Group

Walk/Run with A Tribe Called Run

Walk/Run with A Tribe Called Run

Mon, Oct 12 · 6:20 PM EDT

by Transgender Walkers & Runners

2026 Corgi Clumber Rumble - AKC Fast Cat PWCCP -external registration required

2026 Corgi Clumber Rumble - AKC Fast Cat PWCCP -external registration required

Fri, Oct 2 · 8:00 AM EDT

by Capital Corgi Meetup Group

Cycling

Maryland's Covered Bridges

Maryland's Covered Bridges

Sat, Oct 10 · 9:30 AM EDT

Loew Vineyards + Games

Loew Vineyards + Games

Sun, Oct 4 · 2:00 PM EDT

by Frederick 20's and 30's Hiking and Social Group

Gettysburg Fall Cycling Weekend, October 23-24-25, 2026

Gettysburg Fall Cycling Weekend, October 23-24-25, 2026

Fri, Oct 23 · 11:00 AM EDT

by Tampa Bay Cycling Meetup and Facebook Group

Get to Know Hashawha—Beginner MTB Group Ride

Get to Know Hashawha—Beginner MTB Group Ride

Thu, Oct 1 · 5:30 PM EDT

by MORE Mountain Bike Rides

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