Westport Christmas Shows 2025

The Westport Country Playhouse presents 'A Sherlock Carol,' a critically acclaimed holiday tradition. This inventive theatrical production merges the beloved characters of Charles Dickens and Sir Arthur Conan Doyle, following a grown-up Tiny Tim as he enlists Sherlock Holmes to...

Experience the magic of the holidays with the Norwalk Symphony Orchestra's 'Holiday Pops' concert. This festive celebration features beloved seasonal classics, from Tchaikovsky's 'Nutcracker' to Handel's 'Messiah,' alongside popular tunes like 'Sleigh Ride.' The performance includes captivating choruses, dancers, exciting...

Experience the magic of the season with 'Holiday in The Warehouse,' a heartwarming cabaret show featuring acclaimed singers Maureen Hamill, Mary Richard, and Kerry Lambert, accompanied by music director David Harris. They will present a delightful program of Broadway favorites,...

The Fairfield University Glee Club presents its annual Christmas concert, 'A Feast of Carols.' This year's program celebrates American Christmas music, featuring beloved tunes from historical hymns to modern classics. The concert includes a festive brass ensemble and invites the...

Step into a festive winter wonderland with Irving Berlin's White Christmas, a heartwarming musical at Curtain Call Inc. Follow two charming veterans on a romantic quest to a Vermont lodge, filled with song, dance, and holiday cheer. This uplifting production...

Experience the magic of 'A Christmas Carol' as a vibrant musical at the John W. Engeman Theater. This production brings Ebenezer Scrooge's transformative journey to life, complete with visits from Marley and the ghosts of Christmas Past, Present, and Future....

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...

Embark on a magical holiday adventure with Barnaby the elf and his reindeer friend as they journey to save Christmas. This heartwarming production features Santa, Franklynne, and new friends, teaching valuable lessons about the true spirit of the season, embracing...

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.

Experience the magic of "Miracle on 34th Street" as a captivating musical at the historic Shubert Theatre. This heartwarming holiday classic, featuring a book and score by Meredith Willson, brings to life the story of Doris Walker and her encounter...

Experience the magic of the holiday season with the New Haven Symphony Orchestra's Holiday Extravaganza. This festive concert promises a holly jolly program filled with beloved seasonal favorites, heartwarming sing-along carols, and delightful surprises. It's the perfect way to share...

The Eglevsky Ballet presents a magical rendition of The Nutcracker, featuring a live orchestra conducted by David Bernard. This enchanting performance showcases the professional company and academy students in a holiday classic complete with a growing Christmas tree, a magical...

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...