A Merry Month of Westchester Fun

The month of December, overstuffed with holiday spirit, tends to be a bit hectic sometimes. Between decorating, gift shopping, and hitting the mall to snap a pic with Santa, it can be difficult to fit in some fun things, too. Luckily we decided to be one step ahead this month and assembled the ultimate winter holiday activities list so you can squeeze in some good cheer in between all the inevitable merry mayhem to come.



Westchester All Stars Christmas For Veterans Concert
Friday, December 2
Paramount Theater Hudson Valley
Kick off your family’s holiday season with the 5th annual veterans concert featuring Rock N’ Roll Hall of Famer Gene Cornish, of The Rascals, rock drummer Carmine Appice of Vanilla Fudge and comedian Tony Darrow from The Sopranos and Goodfellas.

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A Famoe.ly Holiday Concert
Saturday, December 3
The Capitol Theatre

Photo By Paul Citone

​Catch the preeminent progressive jam band moe. at The Cap this Saturday for a holiday concert, followed by an “acoustic brunch” on Sunday at Garcia’s next door. There will be a food drive to benefit Caritas of Port Chester that evening as well.


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Westchester Choral Society’s Holiday Concert
Sunday, December 4
Rye Presbyterian Church
Join the Choral Society for their holiday concert featuring performances of Johann Sebastian Bach’s Advent Cantata Nun komm der Heiden Heiland and more songs of the season.


Ronnie Spector’s Best Christmas Party Ever!
Thursday, December 15
Tarrytown Music Hall
Rock N’ Roll hall of Fame inductee Ronnie Spector will hit the Tarrytown Music Hall Stage with classic Christmas tunes from her 2010 holiday album Ronnie Spector’s Best Christmas Ever. Spector, who was inducted into the Hall of Fame in 2007, has headlined over acts like the Rolling Stones and Eric Clapton, so you won’t want to miss this night out. 


Jessica Lynn Country Christmas Party
Friday, December 16
Paramount Theater Hudson Valley
Returning from her first international tour, Yorktown Heights native country star and Westchester Magazine Wunkerkind Jessica Lynn will be celebrating the holidays at Peekskill’s Paramount Theater, where she filmed the full length PBS televised concert Jessica Lynn — Taking Over. There will also be a benefit for the Westchester County Marine Corp reserve’s Toys For Tots. 

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Christmas Inn
December 1-December 23
Westchester Broadway Theatre
Catch your favorite Christmas sing-alongs in this magical play about feuding holiday entertainers. It’s on every night from today until December 23, so there’s no reason to miss out on this night of music, laughter, and holiday spirit. 


Cirque-tacular: Snowkus Pocus
Saturday, December 3
WCC Academic Arts Theatre
Enter WCC’s Winter Wonderland and watch characters from the Nutcracker come alive while juggling snowflakes and balancing icicles.


This Wonderful Life
Friday, December 9
Paramount Hudson Valley Theater
A one-man play, this reproduction of It’s a Wonderful Life acted by Jeremy Kendall will bring the iconic holiday film to life on the stage.


The Hip Hop Nutcracker
Thursday, December 15
Purchase College Performing Arts Center

If you’re tired of the old-school original Tchaikovsky score lulling you to sleep, check out this contemporary holiday mash-up of The Nutcracker. Directed and choreographed by Jennifer Weber, artistic director of the all-female hip-hop crew Decadancetheatre in Brooklyn, this re-imagination of the classic play is on its second national tour.


 Other Fun

Adult Fans of Lego Bricktacular Night
Thursday, December 1
While LEGOs are supposedly for kids, there are plenty of adults who find joy in their architectural potential. If you’re one of those adults (and you’re over 18) head to LEGOLAND Discovery Center in Yonkers for a night of ugly sweaters, holiday movie trivia, a gift wrap relay race, and more. 


December at the Alamo Drafthouse
All Month
Alamo Drafthouse Yonkers
Head to the beer-and-grub-filled picture house to catch a month full of classic holiday films, including A Christmas Story (“You’ll shoot your eye out kid!”), Arnold Schwarzenegger’s Jingle All The Way, Elf, Home Alone, and more.


Pitchers with Santa
Sunday, December 18
Yonkers Brewing Co.
Snap a few photos with the holiday honcho himself, and have a pitcher or two while you’re at it.


For the Kids

Adventure to Santa
Through Saturday, December 24
Ridge Hill
Watch the Kung Fu Panda gang blast off on a rocket-powered cart ride to the North Pole, enjoy a private meet and greet with Santa, and so much more in their holiday adventure.


Boscobel’s Sparkle
December 2-December 17
​Boscobel House and Gardens
Watch the Boscobel gardens light up with beautiful Christmas displays, as well as a magician, a ventriloquist, a puppet show, and an appearance from Mr. and Mrs. Claus.


9th Annual Scarsdale Holiday Breakfast
Saturday, December 10
The Scarsdale Parks & Recreation Department
Have breakfast with Santa, provided by Lange’s Deli. Those who attend will receive special Holiday Giveaways as well as have the opportunity to take their picture with Santa.


Brunch with Santa
Saturday, December 10
Stew Leonard’s Yonkers 
Head to Stew Leonard’s to eat a holiday brunch with Santa and friends. Their farm-fresh menu includes pancakes, sausage, eggs, home fries, fresh fruit, orange juice, and coffee. 


Santa Dives with Sharks
Saturday, December 17-Sunday, December 18
The Maritime Aquarium
Santa joins the dive team to visit the shark tank wearing scuba gear. The bearded gift guru dives into the “Ocean Beyond the Sound” tank, which is home to 7-foot sharks, probably to bring them a gift or two.

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Our Best of Westchester Elimination Ballot is open through March 6!

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