Stumblday's hand-checked ranking of the best free things to do in the Upper West Side, Manhattan over Labor Day weekend 2026 (Sep 5–7): 5 picks.
5 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.
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.
Big weekends coming up — save them now, plan later.
