Stumblday's hand-checked ranking of the best date night in the Upper West Side, Manhattan over Columbus Day weekend 2026 (Oct 10–12): 3 picks.
3 picks · checked Sep 17
New York Comedy Club Upper West Side, Upper West Side, ManhattanMark Normand, Gary Vider and Matt Ruby's long-running stand-up show, whose surprise drop-ins have included Bill Burr and Sarah Silverman.
New York Comedy Club Upper West Side, Upper West Side, ManhattanMark Normand, Gary Vider and Matt Ruby's long-running stand-up show, whose surprise drop-ins have included Bill Burr and Sarah Silverman.
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Smoke Jazz Club, Upper West Side, ManhattanPianist Renee Rosnes opens Smoke's annual Thelonious Monk celebration with Nicole Glover, David Wong and Carl Allen on Monk's birthday weekend.
Smoke Jazz Club, Upper West Side, ManhattanPianist Renee Rosnes opens Smoke's annual Thelonious Monk celebration with Nicole Glover, David Wong and Carl Allen on Monk's birthday weekend.
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WP Theater, Upper West Side, ManhattanA London teen sets a twisted online trap to find her missing brother in Melis Aker's darkly funny world premiere at WP Theater.
WP Theater, Upper West Side, ManhattanA London teen sets a twisted online trap to find her missing brother in Melis Aker's darkly funny world premiere at WP Theater.
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