Things to Do in NYC This Friday

Stumblday's 61 hand-checked picks for Oct 2–4: friday-night plans in New York — the curated picks worth heading out for, refreshed every week.

61 picks · checked Sep 21

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#6
The Headless Horseman Files at Philipsburg ManorPhilipsburg Manor, Sleepy Hollow, Hudson Valley
Fridays–Sundays, October 2–31, 2026, timed entry 10am–4:15pm (open Fri Oct 9, Sat Oct 10 and Sun Oct 11, 2026; closed Mondays, including Oct 12)Adults $35

The Headless Horseman Files at Philipsburg Manor

Historic Hudson Valley's daytime Sleepy Hollow headliner: a 45-minute guided walk through Philipsburg Manor where costumed characters hand you clues to the disappearance of Ichabod Crane.

HalloweenSleepy HollowDay trip

FAQ

When is "this weekend"?

This list covers the weekend of Oct 2–4, 2026, and it refreshes automatically every week.

How is this list put together?

Stumblday curates and re-ranks NYC events each week from official venue and city sources — so you get a short, vetted shortlist instead of an endless calendar.

More this weekend across NYC