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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

Steep Rock

Wed, Dec 31 · 10:30 AM EST

Steep Rock

by The Hiking Group - CT & NY

Roxbury Mine Hills Preserve

Wed, Jan 28, 2026 · 10:30 AM EST

Roxbury Mine Hills Preserve

by The Hiking Group - CT & NY

Squantz Pond State Park and Pootatuck State Forest

Fri, Jan 9, 2026 · 10:30 AM 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 AM EST

Hidden Valley Washington Depot, CT

by The Hiking Group - CT & NY

Walking

New Paltz rail trail

Sat, Jan 3, 2026 · 10:00 AM EST

New Paltz rail trail

by Lagrangeville Walking/Beginner Hiking Meetup Group

James Baird!

Sat, Jan 10, 2026 · 10:00 AM EST

James Baird!

by Women hiking together (dogs welcome)

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

Sun, Jan 11, 2026 · 11:00 AM EST

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

by The Hiking Group - CT & NY

Walkway Over the Hudson Loop!!!

Sat, Jan 3, 2026 · 11:00 AM EST

Walkway Over the Hudson Loop!!!

by Hudson Valley Relaxed Pace Hikers and Walkers

Running

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

Sun, Jan 11, 2026 · 11:00 AM EST

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

by The Hiking Group - CT & NY

Macedonia Brook State Park, 6-8 miles, Challenging Hike

Tue, Jan 27, 2026 · 9:00 AM EST

Macedonia Brook State Park, 6-8 miles, Challenging Hike

by CT Outdoors -- Sierra Club

Line and Partner Open Dance with reviews

Wed, Dec 31 · 7:00 PM 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 AM EST

Brunch & Book Club discussion @ Maggie McFly’s

by Greater Danbury Area Women’s Social Club

Cycling

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

Sun, Jan 11, 2026 · 11:00 AM EST

Memorial Hike for Maryellen Beauregard at Tymor Park + after-hike gathering

by The Hiking Group - CT & NY

Metacomet Tr CT NET Section 20, moderate

Thu, Jan 8, 2026 · 9:15 AM EST

Metacomet Tr CT NET Section 20, moderate

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

Nuclear Lake, Cat Rocks and the Beekman Uplands Trail

Sat, Jan 17, 2026 · 8:45 AM EST

Nuclear Lake, Cat Rocks and the Beekman Uplands Trail

by Westchester Outdoor & More

Northwest Park, Windsor CT (C3D) 5 miles

Thu, Jan 1, 2026 · 10:00 AM EST

Northwest Park, Windsor CT (C3D) 5 miles

by Appalachian Mountain Club - Connecticut Chapter (CT AMC)

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