Things to do in Upstate NY: Westchester | Page 8 of 14 | Events Local

Things to do in Westchester

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Sunday Dec. 21, 2025

6 – 8 pm

Grand Holiday Illumination 2025

Ages: All
Attractions
Family
Free

Untermyer Gardens

Monday Dec. 22

Various

Lumina

Harvest Moon Farm & Orchard

Various

Santa at Ridge Hill

Ridge HillYonkers

CROSSCOUNTY_TREELIGHTING_NOV2023_0000031

Various

Cross County Center Santa Photos

Cross County CenterWestchester

CROSSCOUNTY_TREELIGHTING_NOV25_PHOTOBY@LARUFOTOLUISRUIZ_0137 (1)

Various

Winter Fest at Cross County Center

Ages: All
Family
Free

Cross County CenterYonkers

All day

Santa Photo Experience

The Westchester

K7vdth6q-Jefferson-Valley-Mall-web-pic

Various

2025 Santa Claus Visit & Photo Session

Jefferson Valley Mall

10 am – 9:30 pm

Pop-Up Ice Skating Rink

Ages: 5 and up
Attractions
Family

Cross County Center

11 am – 5 pm

Holiday Bricktacular

LEGOLAND Discovery Center WestchesterYonkers

Mr & Mrs Claus at Stew’s!

11 am – 9 pm

Stew Leonard’s Holiday Mini-Drive Through 2025

Stew Leonard’s Yonkers

Noon – 6 pm

17th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen & Kristen Studwell, Compass Real Estate

Sam Bridge Nursery & GreenhousesGreenwich

1 – 3 pm

Meet the Animals & Explore the Winter Woods at Westmoreland Sanctuary

Ages: All
Animals
Classes
Family

Westmoreland SanctuaryMount Kisco

600x400_nutcracker dream

1:30 – 3 pm

Nutcracker Dream

Ages: All
Christmas
Dance
Family

Emelin TheatreMamaroneck

wf-calendar-Meet-Santa-Claus-at-Stew’s-2025-12

3 – 7 pm

Meet Santa Claus at Stew’s

Stew Leonard’s Yonkers

600x400_nutcracker dream

5 – 6:30 pm

Nutcracker Dream

Ages: All
Christmas
Dance
Family

Emelin TheatreMamaroneck

Westchester The Wonderland of Lights

5 pm

The Wonderland of Lights

Dutchess County Fairgrounds

6 – 8 pm

Grand Holiday Illumination 2025

Ages: All
Attractions
Family
Free

Untermyer Gardens

Tuesday Dec. 23

Various

Lumina

Harvest Moon Farm & Orchard

Various

Santa at Ridge Hill

Ridge HillYonkers

CROSSCOUNTY_TREELIGHTING_NOV2023_0000031

Various

Cross County Center Santa Photos

Cross County CenterWestchester

CROSSCOUNTY_TREELIGHTING_NOV25_PHOTOBY@LARUFOTOLUISRUIZ_0137 (1)

Various

Winter Fest at Cross County Center

Ages: All
Family
Free

Cross County CenterYonkers

All day

Santa Photo Experience

The Westchester

K7vdth6q-Jefferson-Valley-Mall-web-pic

Various

2025 Santa Claus Visit & Photo Session

Jefferson Valley Mall

10 am – 9:30 pm

Pop-Up Ice Skating Rink

Ages: 5 and up
Attractions
Family

Cross County Center

KMA_FamDay_MFox262

10 am – 2:15 pm

School’s Out/Art’s In

Ages: 3 – 12
Art
Classes
Family

Katonah Museum of Art

11 am – 5 pm

Holiday Bricktacular

LEGOLAND Discovery Center WestchesterYonkers

Mr & Mrs Claus at Stew’s!

11 am – 9 pm

Stew Leonard’s Holiday Mini-Drive Through 2025

Stew Leonard’s Yonkers

Noon – 6 pm

17th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen & Kristen Studwell, Compass Real Estate

Sam Bridge Nursery & GreenhousesGreenwich

wf-calendar-Meet-Santa-Claus-at-Stew’s-2025-12

3 – 7 pm

Meet Santa Claus at Stew’s

Stew Leonard’s Yonkers

Westchester The Wonderland of Lights

5 pm

The Wonderland of Lights

Dutchess County Fairgrounds

6 – 8 pm

Grand Holiday Illumination 2025

Ages: All
Attractions
Family
Free

Untermyer Gardens

ItsAWonderfulLife (1)

7 – 9 pm

It’s a Wonderful Life

Ages: All
Christmas
Family
Film

Jacob Burns Film CenterPleasantville

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