These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best events happening next week for parents

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

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Saturday Nov. 29, 2025

IMG_8573 [resized]

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 Nov. 30

IMG_8573 [resized]

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. 6

IMG_8573 [resized]

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. 7

IMG_8573 [resized]

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

Nutcracker Square no title

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsKingsbridge Heights

IMG_8573 [resized]

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

Nutcracker Square no title

4pm

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsKingsbridge Heights

Sunday Dec. 14

Nutcracker Square no title

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsKingsbridge Heights

IMG_8573 [resized]

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

Nutcracker Square no title

4pm

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsKingsbridge Heights

Saturday Dec. 20

IMG_8573 [resized]

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

IMG_8573 [resized]

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

IMG_8573 [resized]

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

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