These Are the Best Holiday Events in Westchester

Sunday Dec. 7, 2025

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

Saturday Dec. 13

10:30am

Gingerbread Decorating Class

Ages: 5 and up
Christmas
Craft & DIY

Caramoor Center for Music and the ArtsKatonah

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

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

4pm

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

Sunday Dec. 14

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

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

4pm

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

Saturday Dec. 20

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

Sunday Dec. 21

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

Monday Dec. 22

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

+ Export Events

Holiday events in Westchester

Sunday Dec. 7, 2025

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

Saturday Dec. 13

Gingerbread Decorating Class

Westchester Ballet Company’s “The Nutcracker”

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

Westchester Ballet Company’s “The Nutcracker”

Sunday Dec. 14

Westchester Ballet Company’s “The Nutcracker”

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

Westchester Ballet Company’s “The Nutcracker”

Saturday Dec. 20

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

Sunday Dec. 21

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

Monday Dec. 22

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

Featured Events

Holiday Train Show
New York Botanical Garden

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

Winter Fest at Cross County Center
Cross County Center

Lumina
Harvest Moon Farm & Orchard

Cross County Center Santa Photos
Cross County Center

Santa Photo Experience
The Westchester

Santa at Ridge Hill
Ridge Hill

Santa Photos at Palisades Center
Palisades Center

Photos with Santa at Nanuet Town Centre
Nanuet Town Centre

ArtsWestchester Second Saturdays
ArtsWestchester

Westchester Ballet Company’s “The Nutcracker”
Lehman Center for the Performing Arts

Nutcracker Dream
Emelin Theatre

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