SEASONAL SPECIALS

Seasonal specials

Holiday light shows, haunts, harvest fests and other seasonal events in and around NYC, free and ticketed. Ticketed prices come from the organizer; check before you go.

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🎨 Arts & culture2🧘 Fitness & wellness1🧸 Family & kids12🍷 Drinks & tastings2🧺 Markets & pop-ups11
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Dec 5 ×Clear all
Happening now
SAT, OCT 31 · 8 AM–10 PM
59°F · Sunny
✓ Verified Oct 30, 2026
Why this place: Free to enter · registration required · kid-friendly · at The Rink at Bank of America Winter Village, Bryant Park, Manhattan · official listing on bryantpark.org · checked Oct 30
Fitness & wellness

The Rink at Bryant Park (free-admission ice skating)

📍 The Rink at Bank of America Winter Village, Bryant Park · Midtown, Manhattan
Free admission with your own skates (book a free timed slot online; released a week ahead)
Happening now
Every Sat · 10 AM–9 PM
59°F · Sunny
✓ Verified Oct 30, 2026
Why this place: Free · kid-friendly · repeats, so you can go another time · at Wollman Rink, Manhattan · official listing on wollmanrinknyc.com · checked Oct 30
Markets & pop-ups

Wollman Rink First Skate: Halloween Weekend

📍 Wollman Rink · Wollman Rink, 5th Avenue, New York, USA, Manhattan
Free
Happening now
SAT, OCT 31 · 11 AM–8 PM
59°F · Sunny
✓ Verified Oct 25, 2026
Why this place: Free · at Bryant Park Winter Village, Manhattan · official listing on bryantpark.org · checked Oct 25
Markets & pop-ups

Holiday Shops at Bryant Park Winter Village

📍 Bryant Park Winter Village · Midtown, Manhattan
Free to browse
Starts in 17m
SAT, OCT 31 · 5 PM–7 PM
56°F · Sunny
✓ Verified Oct 25, 2026
Why this place: Free · at Flatiron Wines & Spirits, Manhattan · official listing on nyc.flatiron-wines.com · checked Oct 25
Drinks & tastings

Free tastings at Flatiron Wines

📍 Flatiron Wines & Spirits · Flatiron, Manhattan
Free
Starts in 1h 17m
SAT, OCT 31 · 6 PM–8 PM
55°F · Mostly Clear
✓ Verified Oct 25, 2026
Why this place: Free · at Astor Wines & Spirits, Manhattan · official listing on astorwines.com · checked Oct 25
Drinks & tastings

Free wine & spirits tastings at Astor Wines

📍 Astor Wines & Spirits · NoHo, Manhattan
Free
Starts in 1w 1d
MON, NOV 9 · 10 AM–6 PM
✓ Verified Oct 25, 2026
Why this place: Free to enter · seasonal special · at Vanderbilt Hall, Grand Central Terminal, Manhattan · official listing on grandcentralterminal.com · checked Oct 25
Markets & pop-ups

Grand Central Holiday Fair

📍 Vanderbilt Hall, Grand Central Terminal · Manhattan
Walk-in; no admission charge listed on the official page. Vendor prices vary.
Starts in 1w 4d
THU, NOV 12 · 11 AM–8 PM
✓ Verified Oct 29, 2026
Why this place: Free to enter · kid-friendly · at Union Square Park (south end), Manhattan · official listing on urbanspacemarkets.com · checked Oct 29
Markets & pop-ups

Union Square Holiday Market

📍 Union Square Park (south end) · Union Square, Manhattan
Free to enter; items for sale
Starts in 1w 6d
SAT, NOV 14 · 10 AM–5 PM
✓ Verified Oct 25, 2026
Why this place: Free · at Dumbo Archway & Pearl Plaza, Brooklyn · official listing on dumbo.nyc · checked Oct 25
Markets & pop-ups

Brooklyn Flea Holiday Market in Dumbo

📍 Dumbo Archway & Pearl Plaza · Dumbo, Brooklyn
Free to browse
Starts in 3w 3d
WED, NOV 25 · 9 AM–5 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Downtown White Plains, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Family & kids

Santa's Mailbox in White Plains

📍 Downtown White Plains · White Plains, Westchester
Free
Starts in 3w 5d
FRI, NOV 27 · 10 AM–5 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Sam Bridge Nursery, 437 North St, Lower Connecticut · official listing on greenwichreindeerfestival.com · checked Oct 26
Family & kids

Greenwich Reindeer Festival & Santa's Workshop

📍 Sam Bridge Nursery, 437 North St · Greenwich, CT
Free to attend; photos with Santa cost extra
Starts in 4w 1d
MON, NOV 30 · 11 AM–6 PM
✓ Verified Oct 25, 2026
Why this place: Free · at Empire Stores, Brooklyn · official listing on dumbo.nyc · checked Oct 25
Markets & pop-ups

FAD Market holiday pop-up at Empire Stores

📍 Empire Stores · Dumbo, Brooklyn
Free to browse
Starts in 4w 2d
TUE, DEC 1 · 11 AM–7 PM
✓ Verified Oct 30, 2026
Why this place: Free to enter · kid-friendly · at Columbus Circle (Central Park entrance), Manhattan · official listing on urbanspacemarkets.com · checked Oct 30
Markets & pop-ups

Columbus Circle Holiday Market

📍 Columbus Circle (Central Park entrance) · Columbus Circle, Manhattan
Free to enter and browse; vendor gifts and food are extra
Starts in 4w 6d
SAT, DEC 5 · 11 AM–2 PM
✓ Verified Oct 25, 2026
Why this place: Free · kid-friendly · at Carmine Carro Community Center, Marine Park, Brooklyn · official listing on nycgovparks.org · checked Oct 25
Family & kids

Festival of Lights: Santa in the Park

📍 Carmine Carro Community Center, Marine Park · Brooklyn
Free (per NYC Parks listing).
Starts in 4w 6d
SAT, DEC 5 · 11 AM–4 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Wave Hill, Bronx · official listing on wavehill.org · checked Oct 26
Markets & pop-ups

Wave Hill Artisan Market

📍 Wave Hill · Riverdale, Bronx
Free
Starts in 4w 6d
SAT, DEC 5 · 11 AM–4 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Snug Harbor Cultural Center, Staten Island · official listing on statenislandmuseum.org · checked Oct 26
Family & kids

Snug Harbor Holiday Hop

📍 Snug Harbor Cultural Center · Livingston, Staten Island
Free
Starts in 4w 6d
SAT, DEC 5 · 11 AM–5 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Village of Port Jefferson, Long Island · official listing on portjeffarts.org · checked Oct 26
Arts & culture

Port Jefferson Charles Dickens Festival

📍 Village of Port Jefferson · Port Jefferson, Long Island
Free
Starts in 4w 6d
SAT, DEC 5 · 1 PM–6 PM
✓ Verified Oct 25, 2026
Why this place: Free · at Dumbo studios & shops, Brooklyn · official listing on dumbo.nyc · checked Oct 25
Markets & pop-ups

Dumbo Shop the Studios

📍 Dumbo studios & shops · Dumbo, Brooklyn
Free
Starts in 4w 6d
SAT, DEC 5 · 2 PM–5 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Tilley Pond Park, Lower Connecticut · official listing on darienct.gov · checked Oct 26
Family & kids

Darien An Old Fashioned Holiday & Tree Lighting

📍 Tilley Pond Park · Darien, CT
Free
Starts in 4w 6d
SAT, DEC 5 · 3:30 PM–6:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Crawford Park, Westchester · official listing on ryetownny.gov · checked Oct 26
Family & kids

Holiday Lights at Crawford Park

📍 Crawford Park · Rye Brook, Westchester
Free
Starts in 5w 0d
SAT, DEC 5 · 4 PM–9 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Fort Lee Commons, 229 Main St, New Jersey · official listing on bdaftlee.com · checked Oct 26
Markets & pop-ups

Fort Lee Holiday Night Market

📍 Fort Lee Commons, 229 Main St · Fort Lee, New Jersey
Free
Starts in 5w 0d
SAT, DEC 5 · 4:30 PM–6 PM
✓ Verified Oct 25, 2026
Why this place: Free · at West Harlem Piers, Manhattan · official listing on nycgovparks.org · checked Oct 25
Family & kids

Holiday on the Hudson tree lighting

📍 West Harlem Piers · West Harlem, Manhattan
Free
Starts in 5w 0d
SAT, DEC 5 · 5 PM–6:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Pleasantville, Westchester · official listing on shalompcs.com · checked Oct 26
Arts & culture

Pleasantville Public Menorah Lighting

📍 Pleasantville, Westchester
Free
Starts in 5w 0d
SAT, DEC 5 · 5:30 PM–7 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at W Orchard St, Nyack & Rockland · official listing on rocklandreport.com · checked Oct 26
Family & kids

Nanuet Tree Lighting Festival

📍 W Orchard St · Nanuet, Nyack & Rockland
Free
Starts in 5w 0d
SAT, DEC 5 · 6 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Front St to Jack DeVito Field, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Family & kids

Yorktown Holiday Electric Lights Parade & Tree Lighting

📍 Front St to Jack DeVito Field · Yorktown Heights, Westchester
Free

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