Holiday Events in Westchester for Toddlers and Preschoolers

Lumagica oozes with classic holiday cheer for little ones.  Photo by the author

If you’ve recently moved on from “baby’s first Christmas” and are ready for more interactive holiday fun, look no further than our roundup of holiday attractions for toddlers and preschoolers in Westchester and the Hudson Valley. We’ve found loads of pint-size events to help fill your family scrapbook.

From Santa encounters to holiday crafting, stage performances to train shows, we’ve got two dozen memories in the making. Many holiday events are even FREE! Amidst all this action, be sure to find time to take pictures with Santa and pile into the car to cruise the neighborhood lights.

When you’ve had your fill of running around, refer to our stay-at-home resources, like 101 Christmas activities and cookie recipes to bake with your kids. Still more fun can be found through our Family Activity Calendar and by signing up for our newsletters. And don't forget to visit our holiday fun guide for Westchester families. 

The Met Brings a Touch of Disney Magic to its Galleries in New Exhibition

Towers from famed Disney princess castles? No, 18th-century vases by French sculptor Etienne-Maurice Falconet. 

See pop culture in a whole new light at a brand new exhibition at The Met. New York City's largest art museum turns its critical eye toward an unusual subject, honoring the iconic work of Walt Disney in a first-of-its-kind installation titled Inspiring Walt Disney: The Animation of French Decorative Arts. The exhibit provides a stunning juxtaposition of the old and new, merging treasures from the museum's collection with a trove of works from the Disney brand as well as the Disney family collection.

Read on for more details on the exhibit and find more kid-friendly installations in our Guide to Museums in NYC.

13 Charming Small Businesses in the Hudson Valley to Support this Holiday Season

Oliver and Chatfield sells a curated selection of gifts that cater to a variety of interests.

Small business owners are at the heart of our local communities, representing the composition of the places we call home. Getting to know the owners and staff on a personal level and doing your part to shop locally truly beats ordering online. With that in mind this holiday season, we've rounded up 13 charming local businesses in the Hudson Valley who are sure to have perfect gift you’ve been looking for, whether you're a local or visiting the region on a seasonal day trip. From candies to candles and chocolate to tchotchkes, consider shopping small at these local spots this season.

Be sure to bookmark this list of local craft fairs and Christmas markets for more ways to support local businesses and makers.

All Aboard the Holiday Santa Cruise in Lake Geneva

Photograph courtesy of Lake Geneva Cruise Lines.

The Santa Cruise is a festive experience for the entire family. This lake cruise is a fun way to see holiday lights, visit Santa, and experience a family Christmas outing on the beautiful Lake Geneva. Just a quick hour and a half from downtown Chicago, you’ll find the adorable town of Williams Bay, home to Pier 290 and Gage Marina which hosts their annual Santa Cruise from Thanksgiving weekend through December 30th. From how to buy tickets to what to wear, we’ve rounded up everything you need to know about the Santa Cruise Lake Geneva. 

For more holiday travel ideas check out our Guide to Holiday and Christmas Activities for Chicago Families.

Skate the Sky on The Roof at Ponce City Market

Activity Date: 
Repeats every day until Sun Jan 04 2026 except Thu Dec 25 2025.
Friday, November 28, 2025 Various times
Saturday, November 29, 2025 Various times
Sunday, November 30, 2025 Various times
Monday, December 1, 2025 Various times
Tuesday, December 2, 2025 Various times
Wednesday, December 3, 2025 Various times
Thursday, December 4, 2025 Various times
Friday, December 5, 2025 Various times
Saturday, December 6, 2025 Various times
Sunday, December 7, 2025 Various times
Monday, December 8, 2025 Various times
Tuesday, December 9, 2025 Various times
Wednesday, December 10, 2025 Various times
Thursday, December 11, 2025 Various times
Friday, December 12, 2025 Various times
Saturday, December 13, 2025 Various times
Sunday, December 14, 2025 Various times
Monday, December 15, 2025 Various times
Tuesday, December 16, 2025 Various times
Wednesday, December 17, 2025 Various times
Thursday, December 18, 2025 Various times
Friday, December 19, 2025 Various times
Saturday, December 20, 2025 Various times
Sunday, December 21, 2025 Various times
Monday, December 22, 2025 Various times
Tuesday, December 23, 2025 Various times
Wednesday, December 24, 2025 Various times
Friday, December 26, 2025 Various times
Saturday, December 27, 2025 Various times
Sunday, December 28, 2025 Various times
Monday, December 29, 2025 Various times
Tuesday, December 30, 2025 Various times
Wednesday, December 31, 2025 Various times
Thursday, January 1, 2026 Various times
Friday, January 2, 2026 Various times
Saturday, January 3, 2026 Various times
Sunday, January 4, 2026 Various times
Event Info
Cost: 
Adults $30; Children (12 and under) $22
Recommended Age: 
5 and older
Editor's Pick: 
Activity Types: 
Area/Neighborhood: 

NYC Winter Lantern Festival Lights up Snug Harbor

Come nose-to-nose with brilliantly lit sea turtles and more magical creatures during a visit to the NYC Winter Lantern Festival.

The NYC Winter Lantern Festival at Snug Harbor Cultural Center has become a family tradition in our house, and it lights up the nights again this holiday season. Our first trip to the holiday light show was three years ago when our daughter was a newborn. A visit to the Winter Lantern Festival provided a great way to escape the stress of first-time parenting and get lost in the world of imagination and light.

Back for another run, it doesn’t disappoint, bringing displays that more elaborate and brilliant spread across Staten Island's Snug Harbor Cultural Center’s grounds, the vast 8-acre botanical gardens lights up during the night, enchanting children and kids at heart with its displays. Find more stunning lantern and light shows in NYC, plus all our top holiday picks in our Guide to Holiday and Christmas Events.

15 Cutest Matching Family Christmas Pajamas for the Holidays

From onesies for baby to a kerchief for your pup, the whole family can get in the holiday spirit with matching PJs.

During the holiday season, families and jammies go together like milk and cookies. Not only are matching family pajamas great for memorable photos, but there’s something about waiting for Santa in family Christmas pajamas that helps the time pass a little bit faster.

So keep your family cozy and coordinated with one of our picks from the best matching family Christmas pajamas sets of 2021. For more ways to make sure your tribe catches all the holiday vibes, check out cool (under $10) stocking stuffers, the best Christmas cookie recipes, and the funniest Elf on the Shelf antics.

Santa in the City: 25 Awesome Santa Activities for NYC Kids

Head to The Plaza for a classic holiday tea, and a memorable visit with the season's biggest celebrity. Photo by author

Christmas in New York is nothing short of magical. From fabulous holiday windows to dozens of tree lightings, spectacular seasonal shows, and multiple iterations of The Nutcracker, New York is the place to be during the holiday season. The biggest star of all is, of course, Santa Claus himself. And as it turns out, the man of the hour is pretty busy in NYC in the days leading up to Christmas. There are plenty of spots to take a photo with Santa or even have a special meal with Mr. Claus, plus dozens more ways to share a special holiday moment with the big guy in the big city, from ice skating with Santa to gawking at the zaniest parade of Santas.

So grab a hot cocoa and read on for 25 awesome Santa-in-the-city experiences to enjoy before he takes flight from the North Pole on Christmas Eve.

Pages