Stumblday's hand-checked ranking of the best date night in Midtown, Manhattan over Columbus Day weekend 2026 (Oct 10–12): 10 picks, refreshed weekly.
10 picks · checked Sep 17
New York City Center (Mainstage), Midtown, ManhattanChristopher Wheeldon's Oscar Wilde ballet, danced by the Australian Ballet at City Center with the 48-piece Orchestra of St. Luke's live.
New York City Center (Mainstage), Midtown, ManhattanChristopher Wheeldon's Oscar Wilde ballet, danced by the Australian Ballet at City Center with the 48-piece Orchestra of St. Luke's live.
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The Paley Museum, 25 West 52nd Street, Midtown, ManhattanBilly Crystal tells stories from a career that runs from SNL to the Oscars stage, celebrating his new Broadway solo show 860.
The Paley Museum, 25 West 52nd Street, Midtown, ManhattanBilly Crystal tells stories from a career that runs from SNL to the Oscars stage, celebrating his new Broadway solo show 860.
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Radio City Music Hall, Rockefeller Center, Midtown, ManhattanFrank Schulenburg · CC BY-SA 4.0 · Wikimedia CommonsTina Fey, Alec Baldwin, Tracy Morgan, Jane Krakowski and Jack McBrayer reunite at Radio City for a never-televised 30 Rock night.
Radio City Music Hall, Rockefeller Center, Midtown, ManhattanFrank Schulenburg · CC BY-SA 4.0 · Wikimedia CommonsTina Fey, Alec Baldwin, Tracy Morgan, Jane Krakowski and Jack McBrayer reunite at Radio City for a never-televised 30 Rock night.
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Laura Pels Theatre, Midtown / Theater District, ManhattanRoundabout's new Off-Broadway musical follows one beating heart, two families and a transplant team through 24 hours. Kait Kerrigan wrote the book and Anne and Ian Eisendrath wrote the score.
Laura Pels Theatre, Midtown / Theater District, ManhattanRoundabout's new Off-Broadway musical follows one beating heart, two families and a transplant team through 24 hours. Kait Kerrigan wrote the book and Anne and Ian Eisendrath wrote the score.
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Museum of Modern Art, Midtown, ManhattanMoMA's Yuen Woo-ping survey hits its best weekend: Kung Fu Hustle, both Once Upon a Time in China films and The Grandmaster in its Hong Kong cut.
Museum of Modern Art, Midtown, ManhattanMoMA's Yuen Woo-ping survey hits its best weekend: Kung Fu Hustle, both Once Upon a Time in China films and The Grandmaster in its Hong Kong cut.
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The Town Hall, Midtown, ManhattanNetflix's Family Tandoncies comic Amit Tandon brings Halwa, his stand-up hour on 22 years of marriage, to Midtown's Town Hall.
The Town Hall, Midtown, ManhattanNetflix's Family Tandoncies comic Amit Tandon brings Halwa, his stand-up hour on 22 years of marriage, to Midtown's Town Hall.
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The Town Hall, Midtown, ManhattanVideo game podcast The Besties, with Griffin and Justin McElroy, Chris Plante and Russ Frushtick, ranks and roasts games live at The Town Hall.
The Town Hall, Midtown, ManhattanVideo game podcast The Besties, with Griffin and Justin McElroy, Chris Plante and Russ Frushtick, ranks and roasts games live at The Town Hall.
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The Rutherford, Midtown (Penn Station), ManhattanLiter steins, warm pretzels and bratwurst on a rooftop beer hall across from Madison Square Garden — Midtown's Saturday Oktoberfest.
The Rutherford, Midtown (Penn Station), ManhattanLiter steins, warm pretzels and bratwurst on a rooftop beer hall across from Madison Square Garden — Midtown's Saturday Oktoberfest.
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54 Below, Midtown, ManhattanEden, Janine and Jim · CC BY 2.0 · Wikimedia CommonsBroadway performers sing the roles they would never be cast in, late at night in the basement room under Studio 54.
54 Below, Midtown, ManhattanEden, Janine and Jim · CC BY 2.0 · Wikimedia CommonsBroadway performers sing the roles they would never be cast in, late at night in the basement room under Studio 54.
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Masquerade NYC, Midtown West, ManhattanAndrew Lloyd Webber and Diane Paulus rebuilt a West 57th Street mansion into a walk-through Phantom of the Opera for about sixty guests at a time.
Masquerade NYC, Midtown West, ManhattanAndrew Lloyd Webber and Diane Paulus rebuilt a West 57th Street mansion into a walk-through Phantom of the Opera for about sixty guests at a time.
Add to calendarBig weekends coming up — save them now, plan later.
