Things to Do in NYC This Saturday the Weekend of Oct 16–18, 2026

Stumblday's hand-checked ranking of the best things to do in NYC This Saturday the weekend of Oct 16–18, 2026: 10 picks, refreshed weekly.

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10 picks · checked Sep 28

#2Friday-Saturday, October 16-17 · One Weekend Only
BRIC JazzFest 2026NYC
TicketedJazz

BRIC JazzFest 2026

Two nights of jazz, soul, funk and Afro-Caribbean sets fill BRIC House.

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#8
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

Worth planning ahead

Big weekends coming up — save them now, plan later.

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