Holiday Happenings in 2022! | Rye & Rye Brook Moms

Winter and the holiday season are a wonderful time of year! But sometimes there’s so much going on, that it becomes overwhelming to plan this special time with our families! That is why Rye & Rye Brook Moms has organized all the best activities in Westchester and the surrounding areas into one, easy to follow guide!


Holiday Wish


Now– Dec 24th
Stamford Town Center / 5th Floor Above Barnes & Noble

The Holiday Wish, an interactive, light-filled event made to entertain and inspire every member of the family. The enchanted design and illumination transport guests with a wonder-filled immersive experience. Our luminous holiday feature areas beckon everyone to follow the magic of their wishes. Even more, this journey puts children on a quest to rekindle their love of the holidays by doing one thing: believing.

Greenwich Reindeer Festival

November 26 – December 24
Photos with Santa Monday – Friday, 12pm – 6pm. Saturday, 9am – 6pm. Closed Sundays. Christmas Eve, 9am – 3pm
Sam Bridge Nursery & Greenhouses, 437 North Street, Greenwich

Santa and his three LIVE reindeer are returning to Greenwich for the 14th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen/Compass, “The North Pole on North Street”,  The cherished town tradition continues for the fourteenth consecutive year at this expansive nursery where visitors can have their photo taken with Santa, meet the reindeer and also enjoy the new Santa’s Workshop, which provides more space for families while they wait in line for their photo with Santa. This all takes place just minutes from downtown Greenwich. A portion of ALL Photos with Santa benefit Kids in Crisis. Parking is free.

Dear Santa Letters

Dates: Nov. 28- Dec. 13
Mailbox locations at Rye Recreation and Corner of Elm & Purchase St.

Your child’s letter will be taken by Special delivery, via reindeer express, directly to Santa Claus at the North Pole. Santa will answer as many letters as possible. No stamps necessary. However, a return address is required.

Rye Brook Recreation Winterfest

December 2nd
6:00 – 9:00pm
Pine Ridge Park

Rye Brook will bring in the holiday season with this Christmas Tree and Menorah Lighting Ceremony. A special guest from the North Pole will be in attendance.
Ice sculptures will be carved, train rides and there will be other events scheduled in the park.

Pancake Breakfast with Santa

December 3
8:00am – 11:00am
Register at

Boys & Girls Club of Greenwich will host its Annual Pancake Breakfast with Santa. The cost is $10 per person for all adults and non-member youth. Children under 2 are free. Thanks to a generous community sponsor, Club Members who show their membership card will eat for FREE! Cash or check at the door.

In addition to pancakes and all the trimmings, there will be photos with Santa, holiday music, and face painting. Children must be accompanied by an adult.


Sleighbells on the Avenues

Saturday, December 3
–  Horse Drawn Carriage Rides 12pm-3pm.  Climb on board one of 3 sleighs for a complimentary sleigh ride at either of 2 stops: the corner of Larchmont Avenue/Addison Street, or Chatsworth/Vanderburgh Avenues.  Carolers will serenade while you wait!
–  Santa & Mrs. Claus will greet from a Snow Globe in Addison Park next to CVS from 12pm-2pm
–  Elsa & Olaf – 12pm-2pm. Elsa will sing and visit with fans in the pocket park on Palmer Avenue between Stephanie’s Kloset and Chase Bank.  Olaf will greet near Anderson’s Book Store on Chatsworth Avenue.
–  Tree Lighting – 6 trees donated by Larchmont Nurseries will be decorated by local charities with a lighting in Constitution Park at Dusk.
On-line Larchmont shopping can be found via the “Digital Downtown” – the business districts on line catalog:

Holiday Lights at Crawford Park


December 9, 2022
6pm – 9pm
Tree Lighting at 5:00pm

Santa is coming to the Town of Rye along with food, music & family-fun activities! Join us for a family-friendly open house surrounded by thousands of sparkling holiday lights and the Crawford Park tree lighting.

* Selfies with Santa & Mrs. Claus
* Giant Inflatables
* Holiday Train Rides
* Hot Chocolate & Cookies
* Games by Todd Yahney
* Food Trucks
* Live Music Performances
* Thousands of Holiday Lights

The White Plains Annual Holiday Market

December 9 – 18
12pm – 7pm daily
Court Street between Main Street and Martine Avenue

The Market will feature 50+ artisanal vendors from around the Westchester County region. Pick up your Christmas tree or holiday wreath and find interesting and unique gifts for everyone on your holiday shopping list!

Port Chester Christmas parade

Saturday, December 10th, 2022

1:00 pm Line Up at King Street School Parking lot, Parade begins at 1:30 pm on King Street Parade to end at Lyon Park located at Putman Avenue and King Street in the Park itself

Now – December 23

American Christmas invites you to experience Westchester County’s premier holiday season attraction! Immerse yourself in our 10,000 square-foot holiday walk-through: take a stroll through Santa’s Village with Dickens interactive holiday vignettes, visit the elves, have a seat on Santa’s chair, or take a photo with one of our 50+ mesmerizing animatronics. With over 50,000 twinkling lights, Santa’s Village at American Christmas is sure to dazzle and delight guests of any age!

Then head over to the “real workshop” for a sneak peek behind the scenes to see some of New York’s most iconic Christmas displays being assembled. The tour culminates with a stop in the charming Christmas in America Shop and the Pop-Up Outlet where you can buy unique ornaments, large lawn displays, and fun vintage pieces used in displays all over the country.

• Free street parking in front of the building.

• Tickets are not needed to visit the Pop-Up Outlet & Christmas in America Shop. | 914-662-6964


Port Chester Fire Department Santa Run

December 18 11am start


Starting on Hawthorne Avenue toward Westchester Avenue, the PC Fire Department will transport Santa through the Villages of Port Chester and Rye Brook.


December 18 2pm-4pm
260 Stuyvesant Ave, Rye, NY

Wainwright House presents the Annual Children’s Holiday Party. Photos with Santa, Crafts, Snacks, Music and Cookie Decorating. Free for Members; $10/child for non-members


December 18
Register at

Celebrate Chanukah with Chabad of Greenwich! Join us for a night of festivities, complete with a Car Menorah Parade, Grand Menorah Lighting & Gelt Drop and a Chanukah Concert & Glow Party! Fun for all ages!


Menorah Lighting at Ridge Hill

December 18
4:00 pm- 6:00 pm
Fountain Plaza

Join us and Chabad of Yonkers to celebrate the first night of Hanukkah with a traditional Menorah lighting ceremony and celebration!

Head to Ridge Hill beginning at 4PM for family-friendly activities, delicious Hanukkah treats, and more! Plus, don’t miss out on the Gelt Drop, featuring our friends at Yonkers Fire Department! Collect all the chocolate gelt you can as they rain down from the highest point of the fire truck’s lift.

Menorah Lighting at The Cross County Center

Help us light the menorah and celebrate the Festival of Lights! Come to Cross County Center on Monday, December 19th, 2022 to light the menorah, near H&M, with the Chabad of Yonkers. Enjoy live music, cultural dancing and delicious treats for Chanukah. The event is free and takes place from 6pm to 8pm.

Menorah Lighting at The Gateway Shopping Center in Port Chester

Wednesday, December 21, 2022 • 5:30 pm • Courtyard (near the ULTA store)

Join us in the Courtyard for the lighting of the Menorah at Gateway Port Chester with Rabbi Ben Goldberg and Cantor Alexis K. Sklar from Congregation KTI. Thanks to the Village of Port Chester and the Port Chester Rye Brook Rye Town Chamber of Commerce. Whole Foods will be providing refreshments.


Rudolph the Red-Nosed Reindeer: The Musical

November 26th at 2:00 pm and 6:00 pm
Palace Theatre, 61 Atlantic St, Stamford

Come see all of your favorite characters from the special including Santa and Mrs. Claus, Hermey the Elf, Bumble the Abominable Snow Monster, Clarice, Yukon Cornelius, and, of course, Rudolph, as they come to life in RUDOLPH THE RED-NOSED REINDEER: THE MUSICAL.It’s an adventure that teaches us that what makes you different can be what makes you special. Don’t miss this wonderful holiday tradition that speaks to the misfit in all of us.
Click HERE to purchase a post-show photo opportunity with Rudolph and his friends!

Shark-Diving Santa   

Most Saturdays and Sundays, December 1-31, 2022, 10:45am & 12:45am

Santa Claus will join The Maritime Aquarium’s dive team in December to help demonstrate that sharks aren’t the blood-thirsty killers of myth. Several times each week through the holiday season (workload permitting), Santa will strap on his custom scuba outfit and enter the Aquarium’s 110,000-gallon “Ocean Beyond the Sound” exhibit, which is home to 7- and 8-foot sand tiger and lemon sharks. He’ll swim up to the exhibit window and pose with children, so bring your camera for a unique holiday photo. Santa is expected to participate in dives throughout the month of December. Please check the Aquarium’s website – – to confirm the dates when Santa can pull himself away from the North Pole and exchange his snow boots for swim fins

“The Polar Express 4D Experience” at the Maritime Aquarium
Fri. Nov. 25 (the day after Thanksgiving) and will play daily through Jan. 2.

Go on an extraordinary 4D adventure this holiday season on THE POLAR EXPRESS™! When a doubting young boy takes an extraordinary train ride to the North Pole, he embarks on a journey of self-discovery that shows him that the wonder of life never fades for those who believe. THE POLAR EXPRESS™ 4D Experience® is based on the inspiring and beloved Caldecott Medal winning children’s book by Chris Van Allsburg

Winter Wonderland – A Very Merry Holiday Show

December 10
Doors open 10:30 am
Chappaqua Performing Arts Center
Purchase Tickets here

Come celebrate the holiday season with this festive show filled with song and dance, led by none other than the Clauses and their North Pole friends! Plenty of surprises and fun photo opportunities await you in this festive celebration!

The Most Wonderful Time of the Year

December 21
White Plains Performing Arts Center

Ice Skating

Ice Skating at Ridge Hill

November 12-January 29

Lace up and skate over to Ridge Hill On Ice as we transform The Town Square Lawn into an outdoor ice rink for the holiday season! Guests will need to book ice skating reservations in advance to ensure a skating time slot. Walk-ups are also welcome, but we cannot guarantee you will be able to skate at that time. Purchase Your Tickets Here!

Ice Skating at The Cross County Center

The pop-up ice rink, located at Center Court near the Christmas tree, is not real ice, but is a smooth “glice” material, great for young and first time skaters. We wear real ice skates, but glide a little slower than on real ice (plus it’s not as cold!).

Admission is $10 and includes skates and a one hour session. Character skate nights will take place throughout the season. Debit/Credit only – no cash accepted. Must be 5 years or 42 inches tall. Reservations are not needed in advance. Runs from Nov 19, 2022 to Jan 1, 2023. See schedule here To book a private event at the pop-up ice rink, such as a birthday party or other event, please CLICK HERE.

Ice Skating at Dorothy Hamill Skating Rink

November 25-December 24
Sue Merz Way, Greenwich

Dorothy Hamill Rink offers a variety of ice skating activities and programs for all ages.

Holiday Lights

Now — January 8, 2023
Bronx Zoo, 2300 Southern Boulevard, Bronx, NY
Select Dates


Join us for a family holiday festival at the Bronx Zoo. During the evenings, the park comes to life with holiday cheer as immersive light displays, custom-designed animal lanterns and animated light shows sparkle across the zoo. The outdoor celebration is complete with festive entertainment, seasonal treats and classic holiday music. The walk-through experience is a beloved tradition, enchanting and fun for all ages.

Now – December 30
4pm – 9pm
Harvest Moon, 130 Hardscrabble Road, North Salem, NY 10560
LUMAGICA brings a maze of lights. With over 500,000 LED bulbs, it’s the biggest light park in Westchester and Putnam County. A true light experience at Harvest Moon. Guests will experience LUMAGICA as a walking tour through a magical forest full of marvelous animal structures and festive decorations, all brilliantly illuminated by over 500,000 LED lights. Harvest Moon’s orchard will be transformed into a radiant fantasy sure to delight guests of all ages! Tickets are available every Friday, Saturday, and Sunday beginning Friday, November 26th through Sunday, December 12th. Beginning Friday, December 17th, tickets will be available every day through December 23rd. Then again, beginning December 26th through December 30th.

Stamford’s All New Holiday Stroll

Now – December 24
4PM to 8PM Thursdays – Sundays
Mill River Park, Stamford, CT

Welcome to the All New Holiday Stroll. Walk through wonder. Explore monumental interactive displays, captivating illumination and a winter wonderland for a holiday experience made to inspire. The stroll includes a Winter Beer Garden, Christmas Village, Rides and Games.


November 25, 2022 – January 1, 2023
Kensico Dam Plaza, 1 Bronx River Pkwy, Valhalla, NY

Westchester’s Winter Wonderland Drive-Thru Holiday Light Extravaganza, presented by Westchester Medical Center Health Network, will return to Kensico Dam Plaza bigger and better than ever with thousands of more lights, magical holiday animations and a live Santa! Guests will be dazzled and delighted along the 1.2 miles of holiday lights with new Elf Disco, a whimsical display of jubilant children from around the world, a breathtaking Peace on Earth LED display with animated trumpets and angels, and two new thirty-foot snowflakes to light up the largest holiday Christmas tree in Westchester! And if that is not enough, there is also a bigger and better snowstorm central that the whole family can enjoy right from the warmth and safety of your own car!


Train Shows

November 19, 2022 – January 16, 2023 10 am – 6pm
New York Botanical Garden, 2900 Southern Boulevard, Bronx, NY

NYBG’s Holiday Train Show—a favorite holiday tradition—has been making memories for over 30 years! See model trains zip through an enchanting display of more than 190 replicas of New York landmarks, each delightfully re-created from natural materials such as birch bark, lotus pods, and cinnamon sticks. Plus, take in NYC’s largest outdoor holiday light experience at NYBG GLOW, returning for its third year with even more illuminated displays. Thousands of dazzling, energy-efficient lights and whimsical, picture-perfect installations reflect the surrounding gardens and collections, creating a spectacle not to be missed. These special evenings feature music, experiences, food, and more—making for the ultimate night out this season.

Holiday on the Hill Train Show

Make Special Memories at Holidays on the Hill at Lasdon Park!

November 26 – December 31
Lasdon Park & Arboretum Somers, NY
Book your dates here

Holidays on the Hill is designed to bring holiday cheer for every age! G-scale trains will be chugging along on twelve multi-level tracks, under bridges, through tunnels, waterfalls and colorful holiday flowers and seasonal plants! The jolly old elf, Santa, will be available to meet with children in his Holiday Cottage located on the far end of the Conservatory Plaza at scheduled times during each session. Visits with Santa are available as space and time permits.

Photos with Santa

Now – December 24
The Westchester, 125 Westchester Ave, White Plains, NY
More Details
The ultimate holiday tradition awaits! Santa is located on Retail Level 1 near Nordstrom. Secure your spot today and make your reservation here.

Santa Photos at The Cross County Center

Now- December 24

Santa will be available for photos and visits in his NEW winter wonderland cabin, located at Center Court, between Gap and Bath & Body Works. . Reservations are strongly recommended, but not required.

Photos with Santa at Ridge Hill

Now – December 24

Up on the rooftop click, click, click! Visit Santa at Ridge Hill throughout the season spreading holiday magic and taking photos with families to cherish for a lifetime. Click here for Santa’s schedule

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