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Outdoor activities

in Pawling, NY

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

Hiking

Roxbury Mine Hills Preserve

Wed, Jan 28, 2026 · 10:30 EST

Roxbury Mine Hills Preserve

by The Hiking Group - CT & NY

Steep Rock

Wed, Dec 31 · 10:30 EST

Steep Rock

by The Hiking Group - CT & NY

Squantz Pond State Park and Pootatuck State Forest

Fri, Jan 9, 2026 · 10:30 EST

Squantz Pond State Park and Pootatuck State Forest

by The Hiking Group - CT & NY

Hidden Valley Washington Depot, CT

Wed, Jan 14, 2026 · 10:30 EST

Hidden Valley Washington Depot, CT

by The Hiking Group - CT & NY

Walking

New Paltz rail trail

Sat, Jan 3, 2026 · 10:00 EST

New Paltz rail trail

by Lagrangeville Walking/Beginner Hiking Meetup Group

Deer Pond Farm, Sherman, CT. 7 mile hike

Sun, Dec 28 · 11:00 EST

Deer Pond Farm, Sherman, CT. 7 mile hike

by The Hiking Group - CT & NY

James Baird!

Sat, Jan 10, 2026 · 10:00 EST

James Baird!

by Women hiking together (dogs welcome)

Walkway Over the Hudson Loop!!!

Sat, Jan 3, 2026 · 11:00 EST

Walkway Over the Hudson Loop!!!

by Hudson Valley Relaxed Pace Hikers and Walkers

Running

Deer Pond Farm, Sherman, CT. 7 mile hike

Sun, Dec 28 · 11:00 EST

Deer Pond Farm, Sherman, CT. 7 mile hike

by The Hiking Group - CT & NY

12/28/25 - Shepaug Eagle Watch (AM) & Bent of the River Hike (PM)

Sun, Dec 28 · 08:45 EST

12/28/25 - Shepaug Eagle Watch (AM) & Bent of the River Hike (PM)

by CT Outdoors -- Sierra Club

Line and Partner Open Dance with reviews

Wed, Dec 31 · 19:00 EST

Line and Partner Open Dance with reviews

by Dance in Sync

Brunch & Book Club discussion @ Maggie McFly’s

Sun, Jan 11, 2026 · 11:30 EST

Brunch & Book Club discussion @ Maggie McFly’s

by Greater Danbury Area Women’s Social Club

Cycling

Fahnestock State Park, 8-mile hike. Picnic to follow.

Mon, Dec 29 · 10:30 EST

Fahnestock State Park, 8-mile hike. Picnic to follow.

by The Hiking Group - CT & NY

Metacomet Tr CT NET Section 20, moderate

Thu, Jan 8, 2026 · 09:15 EST

Metacomet Tr CT NET Section 20, moderate

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

Deer Pond Farm, Sherman, CT. 7 mile hike

Sun, Dec 28 · 11:00 EST

Deer Pond Farm, Sherman, CT. 7 mile hike

by The Hiking Group - CT & NY

Moderate hike at RWA's Lakes Bethany and Chamberlain

Thu, Jan 1, 2026 · 09:45 EST

Moderate hike at RWA's Lakes Bethany and Chamberlain

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

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