Things to do in Upstate NY: Westchester | Page 6 of 14 | Events Local

Things to do in Westchester

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Friday Dec. 19, 2025

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

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3 – 7 pm

Meet Santa Claus at Stew’s

Stew Leonard’s Yonkers

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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. 20

Various

Lumina

Harvest Moon Farm & Orchard

Various

Santa at Ridge Hill

Ridge HillYonkers

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Various

Cross County Center Santa Photos

Cross County CenterWestchester

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Various

Winter Fest at Cross County Center

Ages: All
Family
Free

Cross County CenterYonkers

All day

Santa Photo Experience

The Westchester

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Various

2025 Santa Claus Visit & Photo Session

Jefferson Valley Mall

9 am – 6 pm

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

Sam Bridge Nursery & GreenhousesGreenwich

10 am – 9:30 pm

Pop-Up Ice Skating Rink

Ages: 5 and up
Attractions
Family

Cross County Center

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10 am – 4 pm

The Great Holiday Train Show

New Castle Historical Society

10 am – 7 pm

Holiday Bricktacular

LEGOLAND Discovery Center WestchesterYonkers

10 – 11:30 am

Breakfast with Santa

The Barley Beach House

HOH25-calendar-image2_0d5850

10 am – 6 pm

Holidays on the Hill Annual Train Show

Lasdon Public Gardens & Veterans MemorialKATONAH

GrinchBanner

11 am – 1:20 pm

How the Grinch Stole Christmas

Ages: All
Art
Christmas
Family

Jacob Burns Film CenterPleasantville

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

11 am – 7 pm

Meet Santa Claus at Stew’s

Stew Leonard’s Yonkers

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 – 1:30 pm

Breakfast with Santa

The Barley Beach House

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Noon – 4 pm

Family Art Workshop: Paper Bag Snowflakes

Ages: All
Art
Classes
Family

Hudson River Museum

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Noon – 4 pm

Family Science Workshop: Visualizing Heat

Hudson River Museum

1 pm

Plant Craft – Making Holiday Cards 

Ages: All
Craft & DIY
Family
Free

Marshlands Conservancy

model train 2025

1 – 4 pm

Holiday Train Show at the Bedford Hills Historical Museum

Ages: 12 and under
Attractions
Christmas
Family

Bedford Hills Historical MuseumBedford

600x400_nutcracker dream

1:30 – 3 pm

Nutcracker Dream

Ages: All
Christmas
Dance
Family

Emelin TheatreMamaroneck

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