2023 Holiday Shows and Musical Performances in Westchester

West Point Holiday Show 
West Point Holiday Show 

2023 Holiday Shows and Musical Performances in Westchester

Get ready for the season with a holiday show or concert! Featuring shows for kids of all ages, you and your family will love celebrating the upcoming season as you enjoy classics and new favorites.

Psst…looking for more shows? Check out a recap of all of the performances of The Nutcracker in Westchester.

Friday, December 1st-26rd, various times
Mr. Dickens Tells a Christmas Tale

Watch “Mr. Dickens Tells A Christmas Carol” with your family. Presented by M&M Performing Arts, this one-hour version recreates the famous performance tour by Charles Dickens in 1867 with his classic tale bringing the travails of Ebenezer Scrooge, Bob Cratchit, and Tiny Tim. Note: the performance is for ages eight and up. Tickets are $45 per person. Lyndhurst Castle, 635 South Broadway, Tarrytown, NY 10591.

Saturday, December 2nd from 10:00am-4:15pm
Holiday Music Festival 

Enjoy a fun-filled day of music from HBMS’ student ensembles. Plus, end a special holiday gift in the HB Boutique, Holiday Treat Shoppe and Silent Auction. Free admission. 25 School Lane, Scarsdale, NY 10583

December 2-3, 9-10, 16-17 at 2:30pm, 3:45pm, and 5:00pm
Dickens’s Christmas Carol

Enjoy a performance of the Christmas Carol at the Old Dutch Church in Sleepy Hollow. Performed only by Jonathan Kruk, along with musical accompaniment by Jim Keyes, families will love watching the story Ebenezer Scrooge unfold.

Additionally, Jonathan performs roles of the ghosts of Christmas Past, Present, and Future, and Tiny Tim. Ticket prices are $47 for adults and $42 for children under 18. Ages 10 and up. Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY.

Saturday, December 2nd and Sunday, December 3rd at 2:00pm
West Point Holiday Show 

Attend this fun and free holiday concert with your family. The concert is held at the Eisenhower Hall Theatre, featuring a variety of seasonal hits from classic carols to contemporary jingle-bell-rock n’ roll. This includes a celebration of Christmas, Hanukkah, and the winter season. No tickets are required to attend. Eisenhower Hall Theatre, 655 Pitcher Rd, West Point, NY 10996.

Saturday, December 2nd at 11:00am and 3:00pm
The Laurie Berkner Band: A Live Holiday Concert 

Celebrate the holiday season with live music! Enjoy the The Laurie Berkner Band: A Live Holiday Tradition and enjoy with traditional songs like “Jingle Bells,” and “Frosty the Snowman,” plus originals and fan favorites. Plus, there are a limited number of VIP tickets. This includes a meet and greet. Babies under age one are free. Tarrytown Music Hall, 13 Main Street Floor 2, Tarrytown, NY 10591.

Saturday, December 9th at 8:00pm
John Tesh Jazzy Christmas 

Enjoy live music featuring John Tesh, along with a seven-piece band. The concert will feature timeless Christmas and holiday favorites along with highlights from his Christmas album. 1008 Brown Street, Peekskill NY 10566.

Saturday, December 9th at 8:00pm
Cherish the Ladies – A Celtic Christmas 

This holiday favorite is back with Cherish the Ladies, an Irish-American supergroup. Enjoy a blend of instrumental talents, beautiful vocals, and  step dancing. Tickets range from $44-$54 per person. 13 Main St Floor 2, Tarrytown, NY 10591

Sunday, December 10th at 3:00pm
Christmas with Chris Ruggiero 

Enjoy the start of the season with Chris Ruggiero and his holiday songs. Tickets range from $35-$45 per person. Yorktown Stage, 1974 Commerce Street, Yorktown Heights, NY 10598

Saturday, December 15th at 8:00pm
The Rob Mathes Holiday Concert 

Enjoy a live performance from Rob Mathes, along with his all-star band and a chorus of friends. Plus, enjoy a mix of rock, jazz, blues, original songs, and new spins on favorite holiday classics.  Purchase College, 3093 Purchase Street, Harrison, New York 10577

Winter Wonderland: A Very Merry Holiday Show

Saturday, December 16th at 1:00pm
Winter Wonderland: A Very Merry Holiday Show

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! Tickets are $15 per adult; $10 for children; and free admission for kids under age three. Chappaqua Performing Arts Center, 480 N Bedford Road, Chappaqua, NY

Saturday, December 9th at 2:00pm & 7:00pm and Sunday, December 10th at 2:00pm
How the Grouch Stole the Nutcracker

See a fun reimagining of this holiday classic with a ballet mashup between The Grinch and The Nutcracker in “How the Grouch Stole the Nutcracker.” Families will enjoy watching Clara and Louisa Whosit as they go in search of the Grouch, who Clara thinks stole her Nutcracker. Follow along as you find out who stole the Nutcracker as you meet familiar characters along the way.  Major Bowes Theater at Archbishop Stepinac High School, 950 Mamaroneck Avenue, White Plains, NY 10605.

Saturday, December 17th at 6:00pm
Not So Silent Night

Enjoy a night of live music at this  annual holiday concert with local Westchester musicians. The Picture House Pelham; 175 Wolfs Lane, Pelham, NY 10803.