These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best events happening tomorrow for any age group

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

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Sunday Dec. 14, 2025

Festival of Trees 2023 Flyer (2)

All day

Port Jefferson Festival of Trees

Ages: 5 – 8
Free
Holiday

Port Jefferson Village CenterPort Jefferson

lif-calendar-Holiday-Spectacular-On-Ice-2025-11

Various

Holiday Spectacular On Ice

Ages: All
Christmas
Holiday

The Gateway PACSCBellport

Long Island LuminoCity

Various

LuminoCity: Fantasy Winter Fairyland

Ages: All
Attractions
Holiday

Eisenhower ParkEast Meadow

Various

Christmas House Long Island

Broadway CommonsHicksville

Various

Photos with Santa at Green Acres

Ages: All
Christmas
Holiday

Green Acres MallValley Stream

Various

Santa Photo Experience at Smith Haven Mall

Ages: All
Christmas
Holiday

Smith Haven MallLake Grove

Various

Santa Photo Experience

Ages: All
Christmas
Holiday

Roosevelt FieldGarden City

Various

Santa Photos

Ages: All
Christmas
Holiday

Walt Whitman ShopsHuntington Station

9am–1pm

Breakfast with Santa at The Milleridge Inn

The Milleridge InnJericho

9am

Breakfast with Santa at Stew Leonard’s

Stew Leonard’s East MeadowEast Meadow

Baby,Boy,Sitting,On,Santa’s,Lap,At,Christmas,Time.

9:30am–3pm

Brunch with Santa at Desmond’s

Desmond’s Restaurant at East WindWading River

Hicks-Nurseries-Santa-2024

10am–6pm

Hicks Nurseries Pictures with Santa

Ages: All
Christmas
Free

Hicks NurseriesWestbury

10am–5pm

Pictures with Santa at The Dees’ Nursery

Ages: All
Christmas
Holiday

Dees’ NurseryOceanside

10am–noon

TJ Tana Interactive Illusionist

Ages: 8 and under
Attractions
Holiday

SYJCCCommack

10:30am

Harry Connick, Jr.’s The Happy Elf

Ages: All
Christmas
Holiday

The Argyle Theatre at Babylon VillageBabylon

10:30am–2pm

Breakfast with Santa at Coral House

The Coral HouseBaldwin

10:30am

Breakfast With Santa

EGP Land & SeaIsland Park

Santa Visit Event Souvenir Photograph

Various

Santa Claus visit at Tanger Outlets Riverhead

Ages: All
Christmas
Community

Tanger Outlets RiverheadRiverhead

11am

Breakfast with Santa at Stew Leonard’s

Stew Leonard’s East MeadowEast Meadow

11am

Open Play Hanukkah Celebration

Ages: 3 – 8
Holiday
Jewish

Wood Kingdom Lake GroveLake Grove

11am–2pm

Chanukah Fair

Ages: All
Expo
Festivals

Mid Island Y JCCPlainview

11:30am–1pm

Breakfast with Santa at The Roslyn Hotel

Ages: 12 and under
Christmas
Community

The Roslyn, Tapestry Collection by HiltonRoslyn

Noon–9pm

Meet Santa at the Tree

Ages: All
Christmas
Free

Huntington Holiday SpectacularHuntington

Noon–5pm

Posey Dance Company’s Northport Nutcracker Ballet

Ages: 5 and up
Art
Christmas

Elwood Middle SchoolGreenlawn

Noon–5pm

Santa in the Village

Ages: All
Christmas
Free

Belmont Park VillageElmont

1pm

Breakfast With Santa

EGP Land & SeaIsland Park

WNT-Santa-This-Saturday-2025

1–4pm

Meet Santa at Willy Nilly Trading

Ages: All
Christmas
Free

Willy NillyBay Shore

2–4:30pm

NFAC – A Christmas Carol

Ages: All
Christmas
Holiday

Sapan Greenport TheatreGreenport

3:30pm

Chanukah Experience

Ages: All
Community
Free

Chabad Center for Jewish Life of Merrick-Bellmore-WantaghMerrick

4–6pm

Light Up East Hampton

Ages: All
Free
Holiday

Herrick ParkEast Hampton

4:30pm

Shelter Island Menorah Lighting

Ages: All
Community
Free

Shelter Island Police DepartmentShelter Island

5–10pm

Magic of Lights

Jones Beach State ParkWantagh

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