Outdoor activities

in Pine Plains, NY

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

Hiking

Bread Loaf Mountain to Pine Knob Loop and back.

Bread Loaf Mountain to Pine Knob Loop and back.

Mon, May 25 · 9:30 AM EDT

by CT Outdoors -- Sierra Club

Race Brook Falls, Mt Race to Sages Ravine & Bear Mt

Race Brook Falls, Mt Race to Sages Ravine & Bear Mt

Wed, May 20 · 10:00 AM EDT

by Northeast Hikes with Big Views

AT Connecticut to Mass line, Backpack adventure

AT Connecticut to Mass line, Backpack adventure

Sat, May 16 · 9:00 AM EDT

by Hudson Valley Hikers

Bear Mountain (Salisbury CT) ** please note the new date **

Bear Mountain (Salisbury CT) please note the new date

Sat, Jun 6 · 9:00 AM EDT

by Hiking Mates of the Capital Region

Walking

Monthly Men’s Group in Nature

Monthly Men’s Group in Nature

Sun, May 31 · 4:30 PM EDT

by Hudson Valley Men’s Circle

Racebrook Falls, Sages Ravine, Bear Mountain
- Not for beginners -

Racebrook Falls, Sages Ravine, Bear Mountain - Not for beginners -

Wed, May 20 · 9:30 AM EDT

by CT Outdoors -- Sierra Club

Walkway at Night!!!

Walkway at Night!!!

Fri, May 22 · 8:30 PM EDT

by Hudson Valley Relaxed Pace Hikers and Walkers

Harlem Valley Rail Trail 25+- North from Millerton

Harlem Valley Rail Trail 25+- North from Millerton

Sun, May 17 · 11:00 AM EDT

by The Hudson Valley Rail Trail Riders

Running

Racebrook Falls, Sages Ravine, Bear Mountain
- Not for beginners -

Racebrook Falls, Sages Ravine, Bear Mountain - Not for beginners -

Wed, May 20 · 9:30 AM EDT

by CT Outdoors -- Sierra Club

Harlem Valley Rail Trail 25+- North from Millerton

Harlem Valley Rail Trail 25+- North from Millerton

Sun, May 17 · 11:00 AM EDT

by The Hudson Valley Rail Trail Riders

GroupGolfer.com Special for Copake Lake 2026 - Buy Now for $19.

GroupGolfer.com Special for Copake Lake 2026 - Buy Now for $19.

Sun, May 24 · 11:00 AM EDT

by Golf and Tennis Serendipity Group

Bread Loaf Mountain to Pine Knob Loop and back.

Bread Loaf Mountain to Pine Knob Loop and back.

Mon, May 25 · 9:30 AM EDT

by CT Outdoors -- Sierra Club

Cycling

Harlem Valley Rail Trail 25+- North from Millerton

Harlem Valley Rail Trail 25+- North from Millerton

Sun, May 17 · 11:00 AM EDT

by The Hudson Valley Rail Trail Riders

GroupGolfer.com Special for Copake Lake 2026 - Buy Now for $19.

GroupGolfer.com Special for Copake Lake 2026 - Buy Now for $19.

Sun, May 24 · 11:00 AM EDT

by Golf and Tennis Serendipity Group

AT Connecticut to Mass line, Backpack adventure

AT Connecticut to Mass line, Backpack adventure

Sat, May 16 · 9:00 AM EDT

by Hudson Valley Hikers

Monthly Nature Men’s Group & Meetup

Monthly Nature Men’s Group & Meetup

Sun, May 24 · 4:30 PM EDT

by Hudson Valley Men’s Circle

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All events in Pine Plains