10 Holiday Events Not to Miss in Westchester and Beyond

By Karen S. Savir, Macaroni Kid Westchester North November 27, 2018

Chanukah in Bedford Village 

Bedford, NY

Tuesday, December 4th at 4:00 p.m.

A local and memorable family experience to celebrate the "festival of lights" in the charming village of Bedford. Lots of fun activities and prizes offered by retailers, library and major historical landmarks.

Website: Chanukah-Village.htm

Cost: Free

Tip: This event is mostly outdoors, dress for cold weather and is stroller friendly.  Check website for all activities and times.

Westchester Winter Wonderland

Valhalla, NY

Friday, November 28th - Monday December 31st

Weekdays and Sundays: 5:30 p.m, 6:30 p.m and 7:30 p.m

Fridays and Saturdays: 5:30 p.m, 6:30 p.m., 7:30 p.m and 8:30 p.m.

Cost: $20.00 admission includes unlimited visits with Santa, skating, Holiday Circus, all rides, light show and more!

(Free for children ages 3 and under)


Tip:  Stroller friendly and dress for cold weather. 

12 Days of KidX @ Jefferson Valley Mall

Yorktown Heights, NY

Thursday, December 13th - Sunday, December 23rd 10:00 a.m - 6:00 p.m

No matter what the weather may bring, this 12-day festive indoor program will be fun for all ages.  From a multi-cultural holiday event hosted by Macaroni Kid Westchester North (Friday, December 14th 10:00 a.m - 12:00 p.m. ) to pottery, baking, holiday sing-a-long and many more great daily special events.

Cost: Free

website: 12-days-of-kidx

Tip: Check website for all the activities and times.  

Breakfast with Santa

The Ritz-Carlton New York Westchester

White Plains, NY

Sunday, December 9th 9:00 a.m. - 12:00 p.m

Celebrate Christmas in luxury! Enjoy a delicious buffet, face painting, cookie decorating, balloon artists and watch holiday movie favorites.  Don't forget to write letters to Santa and visit him too!

Share the joy of the holidays by bringing unwrapped toys to be donated to Toys for Tots.   

Cost: $105.00 per adult includes a Mimosa or a bloody Mary/ $49.00 per child  


Tip: Advanced reservations are required. Please contact email or call 914-467-5826

Holidays on the Hill Train Show

Lasdon Park

Katonah, NY

December 1 ,2 ,8 ,9 15, 16, 22, 23, 29, 30  11:00 a.m - 4:00 p.m

This special event is local, affordable and so much fun.  Watch the trains go by as you listen to holiday music, grab a bite to eat at the food trucks, shop for unique gifts at the gift shop and warm your hands by the fire pit.  Santa will be waiting for all your child's wishes.  More details are always added on their website, please check prior to your visit.

Cost: $5.00 - $10.00


Tip: Attend the earlier dates since peak holiday time may be crowded. 

It's a Wonderful Life and Elf 

Bedford Playhouse

Bedford, NY

It's a Wonderful Life: Thursday, December 13th at 7:00 p.m. 

Elf: Sunday, December 16th at 1:00 p.m.

Both movies (rated PG) are classics to watch during the holidays.  Featured at the historic and recently renovated Bedford Playhouse, going to the movies will be a new experience for the entire family to enjoy.

Cost: $10.00 for Child and Seniors/ $12.00 for adults/ $20.00 for oversized reclining luxury seating 


Tip: Children under 10 must be accompanied by an adult. 

The Rainbow Fish

Performing Arts Center at Purchase College

Purchase, NY

Sunday, December 2nd at 3:00 p.m

Marcus Pfister’s award-winning book The Rainbow Fish comes to life in this colorful and beautiful performance.  Make sure to stay after the show for an opportunity to see what puppetry is all about!  Meet the puppeteers and Rainbow Fish up close. 

Cost: Orchestra and Grand Tier seats are $11.25 - $42.50


Tip: Performance is recommended for ages 3 and up.  Purchase your tickets today for best seating options!

Couple's Relay

Blue Mountain

Peekskill, NY

Saturday, December 16th at 10:00 a.m.

Love running with your partner? this annual cross - country relay hosted by Taconic Road Runner Club will be a fun break from the travel planning, shopping, parties and other details that are on your holiday list.  After the race, enjoy a warm pancake breakfast and other goodies.


Tip: There are no kid races at this event, however runners age 18+ can join.  For all details please refer to website.

The Nutcracker

The Ridgefield Playhouse

Ridgefield, CT

December 14th, 15th and 16th (various times)

Part of Ridgefield Academy Family Series, a Tchaikovsky's favorite for the young and old who love the classic tale of the Nutcracker. 

Cost: $20.00 for child/ $25.00 for adult


Tip: Visit Dimitri's Diner on 16 Prospect Street pre or post show and save 10% off your meal when you show your ticket stub.  If you have young ones, I recommend an early dinner for the evening shows.

Santa & Sparky

Vista Volunteer Fire Department 

South Salem, NY

Saturday, December 8th 9:00 a.m - 5:00 p.m

Serving the community for over 7 decades, this 100% volunteer fire department is hosting their annual holiday event for all to share the holiday spirit.  Get a tour of the fire trucks, decorate cookies, have your photo taken with Santa and Sparky and many other fun activities. Please bring a toy to donate to Toys for Tots.

Cost: Free


Tip: Since this event is all day, choose the ideal timing to work for your family's schedule.