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Westchester and Hudson Valley Top 2025 Christmas Events to Book Before They Sell Out

Legoland New York bursts with holiday cheer during its
Legoland New York bursts with holiday cheer during its "Holiday Bricktacular" event. Photo courtesy of Legoland New York
10/24/25 - By Katherine Dhurandhar

The holiday season is a magical time in Westchester and the Hudson Valley, and it is fast approaching. From spectacular illuminated walk-throughs to train rides with Santa, there are tons of events in the area for families to make lasting memories. While it may seem early, tickets are already on sale for many of the big events, and they tend to sell out.

Read on for the scoop on the top local holiday events that are already selling tickets or will start very soon, and get out your calendars to start planning. Bookmark our Events Calendar for updates and grab your tickets early!

For more holiday fun, check out our Holiday and Christmas Activity Guide.

 

 

OUR LATEST VIDEOS

Holiday and Christmas Events in Westchester and the Hudson Valley to Book Now

Bear Mountain Annual Gingerbread House Competition

Bear Mountain
Registration deadline Wednesday, October 29, 2025
The sweetest season of the year has arrived at Bear Mountain Inn. The annual Gingerbread Competition is back for 2025, and this year promises more frosting, creativity, and holiday cheer than ever before. Families, friends, and master bakers from across the Hudson Valley will gather to showcase their most imaginative gingerbread creations. READ MORE

Polar Express Train Ride in Kingston

Kingston
Multiple dates, Friday, November 14-Tuesday, December 30, 2025
Tickets on sale now
Once on board, the conductors walk through the coach to punch your golden ticket as you’re served hot chocolate and a cookie by dancing chefs, while passengers read the classic children’s book. READ MORE

Lumina Magical Lights Experience at Harvest Moon Farm & Orchard

North Salem
Opens mid-November
Tickets available soon
Immerse yourself in the warmth and magic of an enchanting, illuminated forest as Harvest Moon's light trail returns. More than half a million brilliant lights create a cozy and inviting glow, filling the air with holiday cheer. READ MORE

Westchester’s Winter Wonderland Drive-Thru Holiday Light Extravaganza

Valhalla
Select nights from Friday, November 21 - Wednesday, December 31, 2025
Tickets on sale now
This holiday lights extravaganza returns to Kensico Dam Plaza in Valhalla for its 12th season. This year's three-day opening weekend will be a walk-thru and will feature the return of the Santa Fun Run, an all-new Mascot Dash, and a winter market.  READ MORE

Legoland New York Holiday Bricktacular

Goshen
Select dates from Friday, November 28 - Saturday, January 3, 2025
Tickets on sale now
Experience the holidays at Legoland New York, where the entire resort is bursting with holiday cheer. Visit the new Lego City Elf Extravaganza, sing and dance at one of the seasonal shows, take “elfies” with your favorite holiday Lego characters, go ice skating at Icicle Alley, and more. READ MORE

A Frosty Fest

Ulster Park
Select nights from Friday, November 28 - Sunday, December 21, 2025
Tickets will be available soon
A Frosty Fest is the Hudson Valley's largest holiday lights spectacular. Enjoy a drive-thru experience in the comfort of your vehicle, then park and walk inside to visit Santa and dance with the characters.  READ MORE

Jessica Lynn: A Very Merry Classic Christmas at the Paramount Hudson Valley Theater

Peekskill
Saturday, December 13, 2025
Tickets on sale now
This show is a full multimedia presentation featuring dancers, marching bands, choirs, and special effects. The production raises money for Toys for Tots. READ MORE

Emelin Theatre's Nutcracker Dream

Mamaroneck
Weekends, December 13-21, plus Monday, December 22, 2025
Tickets on sale now
This 90-minute, family-friendly adaptation of the Nutcracker by acclaimed choreographer Carole Alexis, inspired by the work of Rudolf Nureyev and Marius Petipa, brings the beloved holiday classic to life. Performed by Ballet des Amériques professionals with local young dancers, it’s a festive must-see, READ MORE

Nutcracker, Short and Sweet at the Paramount Hudson Valley Theater

Peekskill
Sunday, December 21, 2025
Tickets on sale now
Don’t miss this local, family-oriented rendition of a classic holiday favorite ballet, The Nutcracker. The Nutcracker, Short and Sweet offers the timeless music of Tchaikovsky, favorite dances performed by a company of committed dancers from the Hudson Valley, engaging narration, and costumes that will delight every guest—in a setting and at a price that is perfect for audiences ages 3 and older. READ MORE

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About the Author

Katherine Dhurandhar
Katherine Dhurandhar is a Community Publisher for Mommy Poppins, representing the Westchester and Hudson Valley region of New York, and a freelance copyeditor for Westchester Publishing Company. In her free time, she enjoys hiking, camping, and traveling with her husband and son.
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