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

Oct 16–18 · 10 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 10 · updated Oct 5

The 10 best things to do in NYC This Friday next weekend (Oct 16–18)

  1. Open House New York Weekend — Friday-Sunday, October 16-18, 10 AM-6 PM · Free · NYC
  2. BRIC JazzFest 2026 — Friday-Saturday, October 16-17 · NYC
  3. Fujikina NYC 2026 — Friday-Sunday, October 16-18 · $10 general admission · NYC
  4. The Headless Horseman Files at Philipsburg Manor — Fridays–Sundays, October 2–31 · Adults $35 · Sleepy Hollow
  5. Grounds For Sculpture — Open daily; Fri-Sun to 9pm, Mon-Thu to 5pm · $25 adults · Hamilton
  6. Two Strangers (Carry a Cake Across New York) — Fri, Oct 23 7:30pm · 220 W 48th St
  7. Guided Brewery Tour and Sake Tasting — Fri, Oct 23 6:00pm · Sunset Park
  8. James Christie Soccer Training 11 LLC, DBA SocRoc — Fri, Oct 23, 9:00 AM to Fri, Oct 23, 1:00 PM · Manhattan
  9. Hhfm Coney Island Hospital Market — Fri, Oct 23, 3:00 AM to Fri, Oct 23, 12:00 PM · Brooklyn
  10. The Ritual of SOMA Launch Party — Friday, October 16, 6:00–10:00 PM · Standard ticket $22 through O… · Private New York City venue
#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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#3
Fujikina NYC 2026NYC
Friday-Sunday, October 16-18$10 general admission

Fujikina NYC 2026

NYC

A three-day photography festival spreads talks, walks and galleries across the LES.

PhotographyFestivalLower East Side
#3Friday-Sunday, October 16-18 · One Weekend Only
Fujikina NYC 2026NYC
$10 general admissionPhotography

Fujikina NYC 2026

A three-day photography festival spreads talks, walks and galleries across the LES.

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#4
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

Sleepy Hollow, Hudson Valley

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

About this list

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

Worth planning ahead

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

More this weekend across NYC