Things to do in Upstate NY: Westchester | Page 2 of 13 | Events Local

Things to do in Westchester

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Thursday Dec. 11, 2025

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

cross county 2

Noon – 8 pm

Cross County Center Holiday Food Truck Market

Cross County CenterRiverside

Noon – 6 pm

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

Sam Bridge Nursery & GreenhousesGreenwich

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

Friday Dec. 12

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

Feb-Break-Camp-e1683031494881

10 – 11 am

Mommy & Me: Animals & Nature

Ages: 4 and under
Animals
Classes
Family

Westmoreland SanctuaryMount Kisco

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

cross county 2

Noon – 8 pm

Cross County Center Holiday Food Truck Market

Cross County CenterRiverside

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

HOH25-calendar-image2

3 – 5 pm

Holidays on the Hill Annual Train Show

Lasdon Public Gardens & Veterans MemorialKatonah

5 – 8 pm

Holiday Lights on the Farm

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

Saturday Dec. 13

Various

Lumina

Harvest Moon Farm & Orchard

Various

Santa at Ridge Hill

Ridge HillYonkers

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