Christmas Shows Near Trumbull 2026

This holiday season, prepare for a captivating theatrical experience as 'A Sherlock Carol' returns to the Westport Country Playhouse. The beloved tradition blends the worlds of Charles Dickens and Sir Arthur Conan Doyle, following a grown-up Tiny Tim as he...

Embark on a magical holiday journey with Barnaby the elf and his reindeer companion as they race against time to save Christmas. This charming production, praised as an 'adorable holiday gem,' explores the true spirit of the season, celebrating Christmas,...

Gary Hoey's Ho Ho Hoey Rockin' Holiday Tour features guitarist Gary Hoey and his son Ian Hoey performing rock and blues, including solos, classic hits, and material from Hoey's album Avalanche.

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...

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...

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 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,...

Get ready for a holiday concert with a playful twist! This event invites attendees to don their most outrageous ugly Christmas sweaters for a festive celebration. Enjoy seasonal classics and toe-tapping tunes performed by the Waterbury Symphony Orchestra, all while...

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...

Step back to Christmas 1183 at Chinon Castle for a dramatic tale of the Plantagenet royal family. Witness King Henry II and Queen Eleanor of Aquitaine navigate treacherous succession plans for their three sons. This play promises a festive night...

Experience the enchantment of NUTCRACKER! Magical Christmas Ballet, a breathtaking holiday spectacle that has become a cherished tradition. This grand production features world-class international dancers, gravity-defying acrobatics, and magnificent costumes, all set to Tchaikovsky’s iconic score. It's a celebration of...

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....

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...

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...