Stumblday's hand-checked ranking of the best date night in Hamilton Heights, Manhattan next weekend, Sep 25–27, 2026: 6 picks, refreshed weekly.
6 picks · checked Sep 17
Comedy In Harlem, Hamilton Heights, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia CommonsFormer Showtime at the Apollo host Rudy Rush celebrates his birthday back in Harlem, with Def Comedy Jam credits and friends who may drop in.
Comedy In Harlem, Hamilton Heights, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia CommonsFormer Showtime at the Apollo host Rudy Rush celebrates his birthday back in Harlem, with Def Comedy Jam credits and friends who may drop in.
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Ralph Ellison Plaza, Hamilton Heights, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia CommonsLocal jazz musicians and vocalists jam beside Ralph Ellison's Invisible Man memorial on Riverside Drive at 150th Street — free.
Ralph Ellison Plaza, Hamilton Heights, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia CommonsLocal jazz musicians and vocalists jam beside Ralph Ellison's Invisible Man memorial on Riverside Drive at 150th Street — free.
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Comedy In Harlem, Hamilton Heights, ManhattanAtlanta comic Furg, seen on Adult Swim, Don't Tell Comedy and the Dreamville Festival, plays one afternoon set in Harlem.
Comedy In Harlem, Hamilton Heights, ManhattanAtlanta comic Furg, seen on Adult Swim, Don't Tell Comedy and the Dreamville Festival, plays one afternoon set in Harlem.
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Comedy In Harlem, Hamilton Heights, ManhattanNicky Sunshine hosts Harlem's monthly Ladies Night, stacking funny women on the lineup with 108 Soul's DJ Skidz spinning between sets.
Comedy In Harlem, Hamilton Heights, ManhattanNicky Sunshine hosts Harlem's monthly Ladies Night, stacking funny women on the lineup with 108 Soul's DJ Skidz spinning between sets.
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Comedy In Harlem, Hamilton Heights, ManhattanIsiah Kelly marks 25 years in comedy and his 35th birthday with a late Friday stand-up party back home in Harlem.
Comedy In Harlem, Hamilton Heights, ManhattanIsiah Kelly marks 25 years in comedy and his 35th birthday with a late Friday stand-up party back home in Harlem.
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Comedy In Harlem, Hamilton Heights, ManhattanR&B bingo with cash prizes meets stand-up from Marcy Smiles and Kareem Green in a late-night Harlem mashup hosted by Ms. Bougie.
Comedy In Harlem, Hamilton Heights, ManhattanR&B bingo with cash prizes meets stand-up from Marcy Smiles and Kareem Green in a late-night Harlem mashup hosted by Ms. Bougie.
Add to calendarBig weekends coming up — save them now, plan later.
