NYCSightseeing

New York Halloween 2026: Rockefeller Art, Sleepy Hollow Witches, and a JFK-Area 5K

In short
Halloween 2026 in New York has two headline draws this weekend: Kenny Scharf's public art at Rockefeller Center, open from Oct. 9, and the Sleepy Hollow witch paddle festival on Oct. 10, where spectators can watch from shore. If you are landing at JFK, a free 5K at Baisley Pond Park in Queens is also on Oct. 10. Check dates and transit before you commit.
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Midtown art, no ticket required

According to Secret NYC, artist Kenny Scharf brought large sculptures, murals, artist-designed flags and a 34-foot hot-orange inflatable to Rockefeller CenterRockefeller CenterThe Art Deco complex hosting the winter ice rink, Christmas tree, Radio City and NBC studios. starting Oct. 9, 2026. The work is spread across the Midtown campus, so you can fold it into a walk through Manhattan rather than blocking out a gallery slot. The source does not mention timed tickets, so it can fit around other Manhattan plans. Check the installation's run dates before you build a day around it.

Sleepy Hollow goes witchy on the Hudson

Secret NYC reports the annual SUP Witches Festival returns on Saturday, Oct. 10, with costumed witches, warlocks and wizards paddling on the Hudson River. You do not need to paddle to join. Spectators can watch from the shore. Sleepy Hollow is a separate trip north of New York City, so check train times before setting out and keep the return leg in mind. The festival is a one-day event, so timing matters.

A free 5K near JFK

NYC Parks lists a free NYRR Open Run 5K at Baisley Pond Park on Oct. 10. The park sits near JFK Airport in Springfield Gardens, Queens, and the event is open to runners and walkers of all ages and abilities. For a long layover or an early arrival, a free community run is an easy way to move after a flight. The park also has tennis, handball and basketball courts if you prefer to watch.

For subway collectors

amNewYork reported long lines at the MTA's Memorabilia & Collectible Pop-Up Shop in Gravesend, Brooklyn, on Oct. 9. The annual sale is a niche draw, not a general tourist sight. If subway history is your thing, watch MTA announcements for the next edition instead of detouring to Gravesend on a short trip.

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Frequently asked questions

Do I need tickets for the Rockefeller Center installation?
Secret NYC does not mention timed tickets, so treat it as public art. Check the run dates before you go.
Is the Sleepy Hollow festival a quick NYC stop?
No. It is a separate trip north of New York City on Oct. 10, so plan it as a day trip and check train times.

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