101 Ideas for Holiday Family Fun in Westchester - 2025
KidsOutAndAbout is Westchester's online guide to everything for kids, teens, and families! The activities we've listed here are confirmed for this year, but many require reserving ahead of time, so click through to make arrangements. Enjoy the holidays!
If we're missing an activity that should be on our list, please email Mindy Mangan at mindy@kidsoutandabout.com. Please make sure to include a link to the event when you email. Thank you!
Below are items that have been posted to our calendar. If you are affiliated with a business hosting a holiday event that should be on our calendar, we'd love to see it there... it's free to post! Click here for instructions about how to add your organization to our list and easily post your events to our calendar!
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101 Ideas for Holiday Family Fun in Westchester - 2025
Santa Sightings
| Nov 7, 2025 | SANTA'S GRAND ARRIVAL PAJAMA PARTY | Stamford Town Center | Stamford |
| Multiple dates starting Nov 8, 2025 | North Pole Express NYC |
| Multiple Days Starting Nov 8, 2025 | PHOTOS WITH SANTA | Stamford Town Center | Stamford |
| Multiple Days Starting Nov 16, 2025 | SANTA PAWS | Stamford Town Center | Stamford |
| Multiple dates starting Nov 21, 2025 | Where Is Santa - Palisades Center |
| Multiple Days Starting Nov 22, 2025 | Santa at Ridge Hill - Ridge Hill |
| Multiple Days Starting Nov 28, 2025 | Reindeer Festival & Santa's Village™ |
| Nov 28, 29, 30, 2025 | Christmas Tree Farm Visit Santa |
| Multiple Days Starting Nov 28, 2025 | Breakfast with Santa - Stella 34 Trattoria |
| Nov 30, 2025 | Holiday Celebration With Santa | Walkway Over the Hudson |
| Dec 1, 2025 | Pet Photos with Santa at Palisades Center |
| Dec 3, 2025 | Pet Night with Santa - Ridge Hill |
| Dec 7, 2025 | Sensory- friendly Santa at Palisades Center | West Nyack, NY |
| Multiple Days Starting Dec 14, 2025 (Reservations recommended) | Cross County Center / Santa Photos |
Old-Time Christmas
| Multiple dates starting Nov 8, 2025 | Holiday Lane Tickets 2025 – Christmas In America |
| Multiple dates starting Nov 28, 2025 | Boscobel House and Gardens Twilight Tours |
| Multiple dates starting Nov 28, 2025 | Christmas by Candlelight 2025 - Old Sturbridge Village |
| Multiple dates starting Nov 28, 2025 | Holiday Classic Mansion Tour 2024 | Lyndhurst Mansion |
| Multiple Dates starting Nov 28, 2025 | Glenview Holiday Tour | Hudson River Museum |
| Dec 5, 2025 | Holiday Stroll Open House — Keeler Tavern Museum |
| Multiple dates starting Dec 6, 2025 | Christmas Carolers at Ridge Hill |
Light Displays
| Nov 8, 2025 | Tree Arrival Family Festivities - Rockefeller Center |
| Nov 14, 2025 | Cross County Center / Tree Lighting Celebration |
| Nov 20, 2025 | Katonah Chamber of Commerce - Tree & Menorah Lighting |
| Multiple dates starting Nov 21, 2025 | Westchester's Winter Wonderland |
| Select dates Nov 21, 2025 - Jan 4, 2026 | Holiday Lights 2025 - Bronx Zoo |
| Nov, 22, 2025 | The Lighting at Ridge Hill - Ridge Hill |
| Dec 3, 2025 | Tree Lighting - Rockefeller Center |
| Dec 5, 2025 | Holiday Lights – Nyack Chamber of Commerce |
| Dec 6, 2025 | 2025 Holiday Tree Lighting - Mount Kisco Chamber of Commerce |
| Multiple dates starting Dec 6, 2025 | Grand Holiday Illumination - Untermyer Gardens Conservancy |
| Dec 10, 2025 | City Lights, Bright Holiday Nights - Tree Lighting |
| Dec 12 & 13, 2025 | Winter Wonder Walks | Stamford Museum & Nature Center |
Holiday Concerts
Holiday Theatre
| Multiple dates starting Nov 6, 2025 | Christmas Spectacular Starring The Radio City Rockettes |
| Nov 28, 2025 | A Charlie Brown Christmas Live On Stage - Kings Theatre |
| Multiple dates Dec 4, 2025 | Twas the Night Before... by Cirque du Soleil - Theatre at Madison Square Garden |
| Dec 4, 2025 | The Jinkx & DeLa Holiday Show - Kings Theatre |
| Multiple dates starting Dec 5, 2025 | Merry Mayhem - The New Victory Theater |
| Multiple dates starting Dec 12, 2025 | Finding Neverland - White Plains Performing Arts Center |
| Dec 13 & 14, 20 & 21 | Dickens's Christmas Carol | Historic Hudson Valley |
| Dec 20 & 21, 2025 | The Nutcracker for Kids at Yorktownstage |
| Dec 21, 2025 | Nutcracker, Short and Sweet- Sensory Friendly Performance - Paramount Hudson Valley Theater |
| Dec 21, 2025 | Nutcracker, Short and Sweet - Paramount Hudson Valley Theater |
| Dec 21 & 22, 2025 | Nutcracker For Kids - Yorktownstage |
Holiday Trains
| Weekends starting Nov 15, 2025 | Holiday Train Show - Greenburgh Nature Center |
| Select Dates Nov 15 - Jan 11, 2026 | Holiday Train Show - New York Botanical Garden |
Christmas Tree Experience
| Multiple Days starting Nov 24, 2025 | Battenfeld's Christmas Tree Farm |
| (Reservations Needed) | Emmerich Tree Farm |
| Opening day Nov 29, 2025 | Wilkens Fruit and Fir Farm |
| Opening day Nov 29, 2025 | Christmas Trees - Wright Family Farm |
Get Moving This Holiday Season
| Nov 16, 2025 | Manhattan Turkey Trot 5K |
| Nov 23, 2025 | Turkey Trot | Village of Mamaroneck NY |
| Dec 14, 2025 | NYC Holiday Half, 10K, 5K |
Ice Skating
| Multiple Days- Starting Nov 1st, 2025 | Public Skating at WSA |
| Weekends - November 1st | Ice skating at Bear Mountain Rink |
| Opening Nov 1, 2025 | LeFrak Center at Lakeside |
| Multiple Days starting Nov 14, 2025 | Cross County Center / Pop-up Ice Skating Rink |
Hanukkah
| Dec 14, 2025 | Hanukkah Family Day - The Jewish Museum |
| Dec 14, 2025 | Chanukah Extravaganzukah |
| Dec 14, 2025 | Bedford Village Menorah Lighting |
| Dec 14, 2025 | Menorah Lighting at Ridge Hill - Ridge Hill |
| Dec 14, 2025 | Cross County Center / Menorah Lighting |
| Dec 15, 2025 | Pound Ridge Outdoor Menorah Lighting |
| Dec 15, 2025 | Chanukah on Fifth from Chabad of Pelham |
| Dec 19, 2025 | Glow-In-The-Dark Chanukah Family Dinner |
Hands On For The Holidays
| Nov 22, 2025 | Holiday Ornaments: One for you and One for the Lasdon Holiday Tree – Friends of Lasdon Park & Arboretum |
| Nov 23, 2025 | Volunteer: Gift Wrapping at the Farm |
| Nov 28, 29 & 30, 2025 | Family Science Workshop: Nebula-in-a-Bubble Holiday Ornament | Hudson River Museum |
| Nov 29, 2025 | Volunteer: Wreath Decorating on the Farm : Muscoot Farm |
| Dec 5, 6, 12, 13, 19 & 20, 2025 | Volunteer: Holiday Lights on the Farm |
| Dec 14, 2025 | DIY Snow Globes - Hudson Highlands Nature Museum |
Shopping / Craft Fairs
| Multiple dates starting Nov 13, 2025 | Clay Art Center - Clay Holiday Market 2025 |
| Multiple dates Starting Nov 14, 2025 | Cross County Center / Holiday Food Truck Market |
| Nov 15 & 16, 2025 | Holiday Market - Greenburgh Nature Center |
| Multiple dates starting Nov 20, 2025 | Holiday Boutique in the Barn: Keeler Tavern Museum |
| Nov 23, 2025 | Holiday Market : Muscoot Farm |
| Nov 29, 2025 | Centennial Holiday Bazaar 2025 - Yonkers Public Library Crestwood Branch |
| Dec 2 & 3, 2025 | Holiday Market - Tarrytown Music Hall |
| Dec 4, 2025 | Holiday Artisan Market at Stamford Museum & Nature Center |
| Multiple dates starting Dec 5, 2025 | Winter Village & Holiday Market - White Plains Business Improvement District |
| Dec 6, 13 & 14, 2025 | Winter Festival Holiday Market - Powder Ridge Mountain Park & Resort |
| Dec 12, 13, 14, 2025 | Croton Holiday Boutique |
New Year's Fun
| Dec 31, 2025 | Westchester Children's Museum — NYE Kids Countdown |
| Dec 31, 2025 | White Plains New Year's Eve Family Spectacular |
| Dec 31, 2025 | New Year's Eve Fireworks in Prospect Park - Prospect Park Alliance |
Miscellaneous
| Multiple dates starting Nov 3, 2025 | Gingerbread House Festival - Stamford Town Center |
| Nov 22, 2025 | Hearts of Gratitude with Guardians of the Heart |
| Multiple dates starting Nov 26, 2025 | Santa's Mailbox |
| Nov 27, 2025 | The 99th Annual Macy's Thanksgiving Day Parade |
| Multiple dates starting Nov 28, 2025 | Holiday Bricktacular | LEGOLAND Discovery Center Westchester |
| Nov 28, 29 & 30, 2025 | Holiday Kick-Off | Hudson River Museum |
| Dec 5, 12, 20 & 27, 2025 | MERRY MOVIES at Stamford Town Center |
| Dec 6, 2025 | Katonah Chamber of Commerce - Annual Peppermint Parade |
| Dec 9, 2025 | Film Series: The Polar Express | Tarrytown Music Hall |
| Dec 12, 2025 | A Nostalgic Night with Macaulay Culkin: Home Alone 35th Anniversary at Kings Theatre |
| Dec 20, 2025 | Winter Solstice Celebration at Hudson Highlands Nature Center |
| Dec 21, 2025 | How the Grinch Stole Brunch - Fire at the Ridge |
| Dec 24 & 26, 2025 | Planetarium Laser Show: Nutcracker Fantasy | Hudson River Museum |
Below are upcoming holiday events events that have been posted to our calendar by local organizations. If you know of an upcoming event that is not yet there, please mindy@kidsoutandabout.com to let her know about it. If you are sponsoring an upcoming event, click here for posting instructions (it's free).
Christmas Tree Farms
Here's a list of farms where you choose your own Christmas tree in our area.
Subscriptions Boxes: Gifts That Keep on Giving
Send thoughtful choices to the ones you love near and far, and plan some excellent expected surprises for your own family in the months to come. KidsOutAndAbout has put together of some of our favorite choices with a range for all different ages and interests.
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