Outdoor activities

in Brewster, NY

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

Hiking

Angle Fly Preserve (Somers NY)

Angle Fly Preserve (Somers NY)

Sun, Sep 20 · 9:45 AM EDT

by Westchester Outdoor & More

Come Hike Tymor Park and Forest!

Come Hike Tymor Park and Forest!

Sun, Sep 20 · 10:00 AM EDT

by Shawangunk Hikers

Fishkill Ridge N more

Fishkill Ridge N more

Sat, Sep 19 · 8:45 AM EDT

by Westchester Outdoor & More

8-10 Mile Fahnestock Hike (Vigorous)

8-10 Mile Fahnestock Hike (Vigorous)

Sat, Sep 19 · 9:15 AM EDT

by Appalachian Mountain Club New York-North Jersey

Walking

Walk at twin Brooks Park

Walk at twin Brooks Park

Thu, Oct 1 · 8:00 AM EDT

by Trumbull multiple sclerosis wellness support Meetup Group

Angle Fly Preserve (Somers NY)

Angle Fly Preserve (Somers NY)

Sun, Sep 20 · 9:45 AM EDT

by Westchester Outdoor & More

Mindful Gratitude Walk @ Zoar Trail

Mindful Gratitude Walk @ Zoar Trail

Sat, Sep 19 · 10:00 AM EDT

by Gratitude Choice Project: Walk in Nature & Connect

Ward Pound Ridge Via Lewisboro Town Park

Ward Pound Ridge Via Lewisboro Town Park

Sun, Sep 27 · 9:30 AM EDT

by Westchester Outdoor & More

Running

Virtual Speed Dating - Men ages 42-57 and Women 37-54

Virtual Speed Dating - Men ages 42-57 and Women 37-54

Tue, Sep 22 · 7:00 PM EDT

by New Haven/Fairfield Social Club (20s-40s)

Brunch @TheBeehive🐝

Brunch @TheBeehive🐝

Sun, Sep 27 · 11:00 AM EDT

by Brunch-a-Bunch (30s-40s)

🍂 Sky’s the Limit Challenge: Lover’s Leap & Mount Tom State Parks

🍂 Sky’s the Limit Challenge: Lover’s Leap & Mount Tom State Parks

Tue, Sep 29 · 10:00 AM EDT

by Middletown and Around Singles 50 plus

Evening hike at Lake Zoar/Lower Paugussett

Evening hike at Lake Zoar/Lower Paugussett

Tue, Sep 22 · 5:30 PM EDT

by CT Outdoors -- Sierra Club

Cycling

Dutchess Rail Trail and Walkway over the Hudson 2026

Dutchess Rail Trail and Walkway over the Hudson 2026

Sat, Oct 3 · 9:30 AM EDT

by Long Island Social Biking

Angle Fly Preserve (Somers NY)

Angle Fly Preserve (Somers NY)

Sun, Sep 20 · 9:45 AM EDT

by Westchester Outdoor & More

MAINE LIGHTHOUSE CYCLING WEEKEND (SO,FL/RL,CUE/RG,12-14) 25 to 100 MILES

MAINE LIGHTHOUSE CYCLING WEEKEND (SO,FL/RL,CUE/RG,12-14) 25 to 100 MILES

Fri, Sep 18 · 12:30 PM EDT

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

Ward Pound Ridge Via Lewisboro Town Park

Ward Pound Ridge Via Lewisboro Town Park

Sun, Sep 27 · 9:30 AM EDT

by Westchester Outdoor & More

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