10 Festive Events to Check out in Westchester This December

An art exhibit in Purchase, a concert at Caramoor, a holiday market in Port Chester, and more help to make the month unforgettable.

Through February 22

On Your Mark

printmaking december
Anne Ryan, Puerto, 1947Woodcut, 15 from an edition of 20, 21 ¼ × 12 ½ inches, Gift of Roy R. Neuberger. Collection Neuberger Museum of Art, Purchase College, State University of New York. 1991.09.74 Courtesy Washburn Gallery, NY. | Generous support for this Exhibition is provided by the Roy R. Neuberger Legacy Program Endowment and City National Bank

Printmaking is a wide-ranging and varied tradition, encompassing relief, intaglio, and several other ancient processes still performed today. The fascinating works of The Neuberger Museum of Art’s exhibit Impressions: The Inventions of Printmaking stun with their innovative colors, confident lines, and bold compositions. Featuring a cornucopia of original works from the permanent collection of the Purchase-based museum, this multifaceted exhibition shines new light on an underappreciated, yet ubiquitous, artistic medium through February 27.

Dec 11

Sounds of the Season

New York Polyphony
New York Polyphony | Photo courtesy of Caramoor

This month, Katonah’s Caramoor Center for Music and the Arts welcomes a New York-based a cappella quartet performing a selection of holiday music spanning seven centuries. New York Polyphony will strive to rouse seasonal sentiments with Sing Thee Nowell, a program of sacred classical song to be performed twice in one day within the opulent Music Room of Caramoor’s Rosen House.

Dec 24

Get Out & Clay

Three snowflake Ornaments
Snowflake Ornaments by Jess Palmer | Photo courtesy of Clay Art Center

Whether you are searching for a unique gift to surprise a loved one or just want a cool piece of pottery, the Clay Art Center can help. The Port Chester organization’s annual Clay Holiday Market is open once again this year through December 24, with hundreds of pieces of functional pottery and ceramic sculpture created by both local and national artists. From menorahs and mugs to ornaments and dinnerware, this is a superb spot to pick up handmade items useful year-round.

- Advertisement -

Dec 13

Holidays Italian-Style

Italians do Christmas right. Case in point: Internationally renowned, Carnegie Hall-headlining tenor Anthony Nunziata is joining up with sidesplitting comedian Regina DeCicco for an evening of laughter and seasonal song at White Plains Performing Arts Center. The Italian Broadway Christmas Show will feature DeCicco, a Howard Stern Show guest contributor and Gotham Comedy Club vet cracking wise alongside Nunziata, who will perform stirring renditions of Broadway hits, Italian standards, and plenty of holiday tunes.

Dec 4

With Bells On

Looking to do a bit of jogging after all that Thanksgiving grub? Why not get fit for a good cause and ring in the season during the Arthritis Foundation’s 2021 Jingle Bell Run. Drop by Westchester Community College in Valhalla to either walk or run in a lighthearted, holiday-themed 5K alongside hundreds of people striving to raise funds and awareness to cure the county’s leading cause of disability.

Dec 10, 11, 12


The Nutcracker
The Nutcracker | Photo courtesy of Ridgefield Playhouse

Ridgefield Playhouse presents a soaring performance of Tchaikovsky’s iconic holiday ballet, The Nutcracker. With five shows taking place over three days, local dance lovers have ample time to catch this moving performance full of dancing sugar plums, waltzing flowers, and a graceful girl escaping the clutches of evil, thanks to a magical prince.

Dec 1

Smooth Operator

Known for his haunting megahit (with a very memorable music video) “Wicked Games,” actor/ musician Chris Isaak has maintained both his talent and popularity through the years. Now on his ninth studio album — not to mention two Grammy nominations and appearances in both TV shows and films (including David Lynch’s Twin Peaks: Fire Walk With Me) — Isaak is touring once again and this month will light up the stage at Port Chester’s Capitol Theatre.

Dec 11

One for the Angels

Among cherished holiday films, it doesn’t get much bigger than It’s a Wonderful Life. This 1945 classic, directed by Frank Capra and starring Jimmy Stewart and Donna Reed, will be screened this month at Stamford’s Avon Theater. It tells the story of a down-on-his-luck businessman who is given a new chance at life after encountering a kind angel who shows him the error of his ways.

- Partner Content -

Dec 3–30


Would the holidays really be complete without catching a performance of A Christmas Carol? If the story of Ebenezer Scrooge finding the meaning of love and brotherhood brings a tear to your eye, you may want to sled on over to the White Plains Performing Arts Center, where Broadway legends Alan Menken and Lynn Ahrens’ toe-tapping, revivified adaptation A Christmas Carol — The Musical will be onstage through the month.

Dec 2

Classical Christmas

Orchestra 914
Orchestra 914 | Photo courtesy of Orchestra 914

Originally founded in 1958, The Chappaqua Orchestra recently rebranded itself Orchestra 914 and moved its operations over to Pleasantville. With a year of planning and preparation under its belt, the orchestra is ready to show off at Peekskill’s Paramount Hudson Valley Theater in December. Simply titled “Holiday Concert,” the evening event will feature an array of cherished seasonal songs brought vividly to life.

Related: 8 Holiday Markets to Shop Local in Westchester This Winter

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!

Holiday flash sale ... subscribe and save 50%

Limited time offer. New subscribers only.