These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best upcoming events & activities for any age group

From dazzling Christmas lights to friendly Shabbat dinners to local caroling, find holiday events

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Sunday Dec. 7, 2025

Various

Santa at Ridge Hill

Ages: All
Christmas
Holiday

Ridge HillYonkers

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All day

Shine Bright at Hudson Yards Presented by Wells Fargo

The Shops & Restaurants at Hudson YardsNew York City

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8am–10pm

Bank of America Winter Village at Bryant Park

Bank of America Winter Village at Bryant Park

9am–1pm

Pack 37 – Breakfast with Santa

St. Teresa of the Infant Jesus ChurchStaten Island

9am

Breakfast with Santa

KruckersPomona

13th Annual Stuff The Sleigh 5K Run Walk

9am–1pm

13th Annual Stuff The Sleigh 5K Run/Walk

Ages: 5 and up
Christmas
Fundraisers

Cutchogue Fire DepartmentCutchogue

9–11am

Breakfast with Santa

Ages: All
Christmas
Holiday

Dave and Buster’s – Brooklyn GatewayBrooklyn

9:30am–noon

Santa’s Toy Trot

Ages: 5 and up
Christmas
Fundraisers

Shorefront ParkPatchogue

10am–6pm

Holiday Train Show

Ages: All
Attractions
Holiday

New York Botanical GardenBronx

Lightscape 2025

10am–6pm

Lightscape

Ages: All
Attractions
Holiday

Brooklyn Botanic GardenBrooklyn

10am–3pm

Holidays on the Hill Annual Train Show

Lasdon Public Gardens & Veterans MemorialKATONAH

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10am–4pm

The Great Holiday Train Show

Ages: All
Attractions
Holiday

New Castle Historical SocietyChappaqua

10am–noon

Hanukkah Painting Party

Ages: All
Art
Craft & DIY

COLOR ME MINE UPPER WEST SIDEUpper West Side

CMOM_Warm and Cozy_Dec25 Programming

10am–5pm

Warm and Cozy at CMOM

Ages: 8 and under
Art
Craft & DIY

The Tisch Building at CMOMUpper West Side

10am–7pm

Holiday Bricktacular

Ages: All
Attractions
Holiday

LEGOLAND Discovery Center WestchesterYonkers

10:30am

Harry Connick, Jr.’s The Happy Elf

Ages: All
Christmas
Holiday

The Argyle Theatre at Babylon VillageBabylon

Santa Visit Event Souvenir Photograph

Various

Santa Claus visit at Tanger Outlets Riverhead

Ages: All
Christmas
Community

Tanger Outlets RiverheadRiverhead

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11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

11am–noon

A Christmas Carol the Musical

Ages: 5 and up
Christmas
Holiday

The Players TheatreNew York City

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11am–6pm

FAD Market: Holiday Pop-up [Cobble Hill]

Ages: All
Art
Community

st paulbrooklyn

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11am–6pm

FAD Market: Holiday Pop-up [Dumbo]

Ages: All
Art
Community

Empire StoresBrooklyn

Deep Sea Dreidels

11am–1pm

Deep Sea Dreidels

Ages: 3 – 12
Art
Classes

The Whaling Museum & Education CenterCold Spring Harbor

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11am–12:30pm

A Christmas Story

Ages: All
Christmas
Film

Jacob Burns Film CenterPleasantville

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11am–7pm

Meet Santa Claus at Stew’s

Ages: All
Christmas
Community

Stew Leonard’s YonkersYonkers

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Noon–8pm

Holiday Shops at Bank of America Winter Village at Bryant Park

Ages: All
Free
Holiday

Bryant Park 6th Avenue between 40th and 42nd Street, New York, NY 10018

Oz-Dress-run_Ian-Sutherland-2350

Noon–1:15pm

Merry Mayhem

Ages: 5 and up
Christmas
Comedy

The New Victory TheaterMidtown

Noon–4pm

St. Nicholas Day

Ages: All
Christmas
Holiday

The Vander Ende-Onderdonk HouseRidgewood

homestead holiday tree

Noon–3pm

Holidays at Hallockville

Ages: All
Free
Holiday

Hallockville Museum FarmRiverhead

CarolersinHistoricRichmondTown

Noon–5pm

Christmas in Historic Richmond Town

Ages: All
Christmas
Holiday

Historic Richmond TownStaten Island

Noon–6pm

Holidays on Atlantic Avenue

Ages: All
Christmas
Community

1pm

Breakfast with Santa

KruckersPomona

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1:30–9pm

Ride a Vintage Train to Visit Santa Claus – All Aboard “The Snow Clipper” for the First Gift Express

Ages: 3 – 12
Christmas
Fundraisers

Danbury Railway MuseumDanbury

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