These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best upcoming events & activities for kids (5–8)

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

Post an Event

Monday Nov. 24, 2025

Pumpkins & Leaves

7:15–8:15pm

Pearl River Interfaith Thanksgiving Service

Ages: 5 – 8
Community
Free

Beth Am TemplePearl River

Friday Nov. 28

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

event-2023-12-02-nebula-2048×1643

Noon–4pm

Family Science Workshop: Nebula-in-a-Bubble Holiday Ornament

Ages: 5 – 12
Craft & DIY
Free

Hudson River MuseumYonkers

Saturday Nov. 29

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

event-2023-12-02-nebula-2048×1643

Noon–4pm

Family Science Workshop: Nebula-in-a-Bubble Holiday Ornament

Ages: 5 – 12
Craft & DIY
Free

Hudson River MuseumYonkers

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

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

event-2023-12-02-nebula-2048×1643

Noon–4pm

Family Science Workshop: Nebula-in-a-Bubble Holiday Ornament

Ages: 5 – 12
Craft & DIY
Free

Hudson River MuseumYonkers

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

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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

10:30am

Gingerbread Decorating Class

Ages: 5 and up
Christmas
Craft & DIY

Caramoor Center for Music and the ArtsKatonah

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

Nutcracker Square no title

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

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 ArtsBronx

JCC-Havdalah Connection- Hanukkah

6–9pm

Hanukkah Havdalah Celebration

Ages: 12 and under
Art
Community

JCC Mid-WestchesterScarsdale

Sunday Dec. 14

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

Nutcracker Square no title

Noon

Westchester Ballet Company’s “The Nutcracker”

Ages: 5 and up
Art
Dance

Lehman Center for the Performing ArtsBronx

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 ArtsBronx

Saturday Dec. 20

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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

Tuesday Dec. 23

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

Friday Dec. 26

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

Saturday Dec. 27

rp-calendar-Holiday-Bricktacular-at-LEGOLAND-New-York-Resort-2025-11

11am–5pm

Holiday Bricktacular at LEGOLAND New York Resort

Ages: 3 – 12
Attractions
Christmas

LEGOLAND New York ResortGoshen

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