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Dinosaur Playground, Riverside Park, Upper West Side, ManhattanSarah_Ackerman from New York, USA · CC BY 2.0 · Wikimedia CommonsUpper West Side, Manhattan
Costumed dogs march from Dinosaur Playground north to Ellington in the Park, with a costume contest and a rain date the following day.
Dinosaur Playground, Riverside Park, Upper West Side, ManhattanSarah_Ackerman from New York, USA · CC BY 2.0 · Wikimedia CommonsCostumed dogs march from Dinosaur Playground north to Ellington in the Park, with a costume contest and a rain date the following day.
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City Hall Park, Civic Center, ManhattanMomos · CC BY-SA 3.0 · Wikimedia CommonsCivic Center, Manhattan
Concrete birds pluck pennies from the City Hall Park fountain and two bronze Lady Justices preside — Genesis Belanger's first big public show.
City Hall Park, Civic Center, ManhattanMomos · CC BY-SA 3.0 · Wikimedia CommonsConcrete birds pluck pennies from the City Hall Park fountain and two bronze Lady Justices preside — Genesis Belanger's first big public show.
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Doris C. Freedman Plaza, Central Park, ManhattanTdorante10 · CC BY-SA 4.0 · Wikimedia CommonsCentral Park, Manhattan
Bronze, stone and concrete dogs on leashes take over the Central Park entrance at 60th and Fifth — Camille Henrot's first public show in New York.
Doris C. Freedman Plaza, Central Park, ManhattanTdorante10 · CC BY-SA 4.0 · Wikimedia CommonsBronze, stone and concrete dogs on leashes take over the Central Park entrance at 60th and Fifth — Camille Henrot's first public show in New York.
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New Museum, Lower East Side, ManhattanLower East Side, Manhattan
Sarah Lucas won over a jury of Cindy Sherman, Julie Mehretu and Kiki Smith and her sculpture now anchors the free New Museum plaza.
New Museum, Lower East Side, ManhattanSarah Lucas won over a jury of Cindy Sherman, Julie Mehretu and Kiki Smith and her sculpture now anchors the free New Museum plaza.
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Riverside Park: Ellison Island, ManhattanRiverside Park: Ellison Island, Manhattan
Live jazz drifts over Riverside Park at 'Jazz at Ellison Island' — a free afternoon of music by the Hudson on the Upper West Side.
Riverside Park: Ellison Island, ManhattanLive jazz drifts over Riverside Park at 'Jazz at Ellison Island' — a free afternoon of music by the Hudson on the Upper West Side.
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Central Park: King Jagiallo Plaza, ManhattanCentral Park: King Jagiallo Plaza, Manhattan
Free open-air folk dancing by the King Jagiello statue in Central Park — global steps, live spirit, all levels welcome.
Central Park: King Jagiallo Plaza, ManhattanFree open-air folk dancing by the King Jagiello statue in Central Park — global steps, live spirit, all levels welcome.
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Washington Square Park: Northwest Corner Plaza, ManhattanWashington Square Park: Northwest Corner Plaza, Manhattan
Sketch Manhattan's oldest tree, the 300-year-old English Elm, with artist Katie Holten guiding a free drawing circle — paper and materials provided.
Washington Square Park: Northwest Corner Plaza, ManhattanSketch Manhattan's oldest tree, the 300-year-old English Elm, with artist Katie Holten guiding a free drawing circle — paper and materials provided.
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Theodore Roosevelt Park: Theodore Roosevelt Park, ManhattanTheodore Roosevelt Park: Theodore Roosevelt Park, Manhattan
In the Natural History Museum's shadow, the 79th Street Greenmarket lines Columbus Avenue with upstate produce, cider and fresh-cut flowers.
Theodore Roosevelt Park: Theodore Roosevelt Park, ManhattanIn the Natural History Museum's shadow, the 79th Street Greenmarket lines Columbus Avenue with upstate produce, cider and fresh-cut flowers.
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Central Park: Dead Road North, ManhattanCentral Park: Dead Road North, Manhattan
The legendary Central Park Skate Circle spins up on Dead Road — roller skaters groove to DJ sets in one of NYC's great free scenes.
Central Park: Dead Road North, ManhattanThe legendary Central Park Skate Circle spins up on Dead Road — roller skaters groove to DJ sets in one of NYC's great free scenes.
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East River Esplanade 36th-38th: 36th-38th St, ManhattanEast River Esplanade 36th-38th: 36th-38th St, Manhattan
A pop-up food market lands on the East River Esplanade in Murray Hill — vendors, river breeze and the Midtown skyline behind you.
East River Esplanade 36th-38th: 36th-38th St, ManhattanA pop-up food market lands on the East River Esplanade in Murray Hill — vendors, river breeze and the Midtown skyline behind you.
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Tompkins Square Park: Old Bandshell, ManhattanTompkins Square Park: Old Bandshell, Manhattan
THE Shadow takes over the old bandshell site in Tompkins Square Park, the East Village spot that birthed Wigstock — four free hours, both days.
Tompkins Square Park: Old Bandshell, ManhattanTHE Shadow takes over the old bandshell site in Tompkins Square Park, the East Village spot that birthed Wigstock — four free hours, both days.
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East River Waterfront Esplanade: Pier 35, ManhattanEast River Waterfront Esplanade: Pier 35, Manhattan
A free trainer-led bodyweight circuit on the East River Esplanade at Pier 35 — squats and planks with harbor views, no equipment needed.
East River Waterfront Esplanade: Pier 35, ManhattanA free trainer-led bodyweight circuit on the East River Esplanade at Pier 35 — squats and planks with harbor views, no equipment needed.
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Central Park: 110th and Lenox, ManhattanCentral Park: 110th and Lenox, Manhattan
An open-air market sets up at Central Park's 110th and Lenox corner — vendors, crafts and food at the Harlem gateway to the park.
Central Park: 110th and Lenox, ManhattanAn open-air market sets up at Central Park's 110th and Lenox corner — vendors, crafts and food at the Harlem gateway to the park.
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Morningside Park: West 110th St Sidewalk Perimeter, ManhattanMorningside Park: West 110th St Sidewalk Perimeter, Manhattan
Morningside Park's greenmarket sets up along West 110th Street, under the cliff face that makes this the most dramatic park in Upper Manhattan.
Morningside Park: West 110th St Sidewalk Perimeter, ManhattanMorningside Park's greenmarket sets up along West 110th Street, under the cliff face that makes this the most dramatic park in Upper Manhattan.
Add to calendarStumblday's hand-checked ranking of the best outdoors in Manhattan the weekend of Oct 23–25, 2026: 14 picks, refreshed weekly.
Big weekends coming up — save them now, plan later.
