Stumblday's hand-checked ranking of the best things to do in the Upper West Side, Manhattan over Labor Day weekend 2026 (Sep 5–7): 11 picks.
11 picks · checked Sep 2
Pier i at West 70th Street, Upper West Side, ManhattanSideshow performers, carnival amusements, live bands and cotton candy take over a Hudson River pier for Riverside Park's free county fair.
Pier i at West 70th Street, Upper West Side, ManhattanSideshow performers, carnival amusements, live bands and cotton candy take over a Hudson River pier for Riverside Park's free county fair.
Broadway at 103rd–104th St, Upper West Side, ManhattanJAPAN Fes takes over Broadway at 103rd Street with about 15 Japanese street-food vendors — takoyaki, yakitori, omurice and kakigori, free to wander from 10am to 6pm.
Broadway at 103rd–104th St, Upper West Side, ManhattanJAPAN Fes takes over Broadway at 103rd Street with about 15 Japanese street-food vendors — takoyaki, yakitori, omurice and kakigori, free to wander from 10am to 6pm.
Pier 1, Riverside Park South, Upper West Side, ManhattanDietmar Rabich · CC BY-SA 4.0 · Wikimedia CommonsA county fair lands on the Hudson at Pier 1 with sideshow performers, carnival rides and live bands.
Pier 1, Riverside Park South, Upper West Side, ManhattanDietmar Rabich · CC BY-SA 4.0 · Wikimedia CommonsA county fair lands on the Hudson at Pier 1 with sideshow performers, carnival rides and live bands.
American Museum of Natural History, Upper West Side, ManhattanRelive the asteroid that wiped out the dinosaurs in an immersive AMNH show — the summer's top science pick for families.
American Museum of Natural History, Upper West Side, ManhattanRelive the asteroid that wiped out the dinosaurs in an immersive AMNH show — the summer's top science pick for families.
Swedish Cottage Marionette Theatre, Central Park, Upper West Side, ManhattanWallyg · CC BY 2.0 · Wikimedia CommonsA phone-obsessed Red and a sweet-toothed wolf cross paths inside Central Park's 150-year-old marionette cottage — 45 minutes, hand-carved.
Swedish Cottage Marionette Theatre, Central Park, Upper West Side, ManhattanWallyg · CC BY 2.0 · Wikimedia CommonsA phone-obsessed Red and a sweet-toothed wolf cross paths inside Central Park's 150-year-old marionette cottage — 45 minutes, hand-carved.
New York Historical, Upper West Side, ManhattanMore than 100 handmade Black dolls collected by artist Betye Saar go on view as a promised gift to New York Historical.
New York Historical, Upper West Side, ManhattanMore than 100 handmade Black dolls collected by artist Betye Saar go on view as a promised gift to New York Historical.
Soldiers' and Sailors' Monument, Upper West Side, ManhattanSilvana Pizzuti leads free tai chi on the terrace of Riverside Park's Soldiers' and Sailors' Monument, suitable for all fitness levels.
Soldiers' and Sailors' Monument, Upper West Side, ManhattanSilvana Pizzuti leads free tai chi on the terrace of Riverside Park's Soldiers' and Sailors' Monument, suitable for all fitness levels.
102nd Street Field House, Upper West Side, ManhattanRotating books and guest readers bring an hour of story time to Riverside Park's 102nd Street Field House, free and open to any family.
102nd Street Field House, Upper West Side, ManhattanRotating books and guest readers bring an hour of story time to Riverside Park's 102nd Street Field House, free and open to any family.
The New York Historical, Upper West Side, ManhattanHow the Revolution reshaped the lives of New York's women and how they reshaped it back, told through objects and documents.
The New York Historical, Upper West Side, ManhattanHow the Revolution reshaped the lives of New York's women and how they reshaped it back, told through objects and documents.
The New York Historical, Upper West Side, ManhattanArt, artifacts and founding documents from The New York Historical's collections, arranged around what the promise of liberty actually meant.
The New York Historical, Upper West Side, ManhattanArt, artifacts and founding documents from The New York Historical's collections, arranged around what the promise of liberty actually meant.
Chikara, Upper West Side, ManhattanChikara · CC0 · Wikimedia CommonsTwo Sushi of Gari veterans opened a high-end Japanese restaurant on West 70th Street, named for the chef who runs its kitchen.
Chikara, Upper West Side, ManhattanChikara · CC0 · Wikimedia CommonsTwo Sushi of Gari veterans opened a high-end Japanese restaurant on West 70th Street, named for the chef who runs its kitchen.
Big weekends coming up — save them now, plan later.
