Middletown Christmas Shows 2025

Experience the uplifting sounds of the Warwick Valley Chorale as they present their December concerts across Orange County. These performances will fill historic churches with the spirit of the season through beautiful choral music. Join them for an evening of...

Prepare for a genuine New York holiday tradition with Jessica Lynn's "A Very Merry Classic Christmas." This acclaimed show, celebrated as a top holiday event, offers a dazzling multi-media spectacle featuring dancers, marching bands, and choirs. Sing along to beloved...

Step back in time and experience the timeless tale of Ebenezer Scrooge like never before. Master storyteller Jonathan Kruk, accompanied by the musical talents of Jim Keyes, will transport you to Victorian England within the historic Old Dutch Church. This...

Awaken your holiday spirit with a joyous concert by Collective Brass at the historic Lyndhurst Mansion. They will perform seasonal favorites, including selections from The Nutcracker, new arrangements of ancient carols, and a rousing rendition of the Hallelujah Chorus. This...

Step back in time to experience Charles Dickens' beloved tale, 'A Christmas Carol,' as performed by Michael Muldoon, embodying Dickens himself. This captivating one-hour show, set within the beautifully decorated art gallery of Lyndhurst Mansion, brings Ebenezer Scrooge and his...

Catskill Ballet Theatre presents their 40th-anniversary production of The Nutcracker, a cherished holiday tradition in the Hudson Valley. Audiences will be enchanted by the timeless story, magical sets, and stunning choreography as they follow young Clara's adventures. Witness a battle...

Get ready for a swinging, rocking holiday celebration with the Rock This Town Orchestra's Christmas Spectacular! This family-friendly show brings the most wonderful time of the year to life with energetic performances of beloved Christmas classics. Expect a full stage...

Get ready for a night of unforgettable music with the Holiday Doo Wop event. This festive gathering brings together legendary doo-wop artists to deliver a spectacular performance filled with classic hits and holiday spirit. It's the perfect way to celebrate...

Step into the holiday spirit with CMI Entertainment's vibrant production of Charles Dickens' classic, 'A Christmas Carol.' Follow the journey of the miserly Ebenezer Scrooge as he encounters the Ghosts of Christmas Past, Present, and Future, leading him to a...

Experience the magic of the season at the Eastview Winter Concert. This special event showcases the musical talents of Eastview students, offering a delightful evening of festive performances. It's a wonderful opportunity to enjoy holiday cheer and support young musicians.

Get ready for a magical evening with Postmodern Jukebox's 'Magic, Moonlight & Mistletoe' tour. This talented troupe reimagines today's biggest hits in classic vintage styles, from swing to doo-wop. Expect a dazzling variety show filled with familiar songs, holiday cheer,...

For 30 years, Rob Mathes has kicked off the holiday season with a spectacular concert. This high-energy event features Mathes, his all-star band, and a chorus, delivering a unique blend of rock, jazz, and blues with fresh takes on holiday...