Hit-the-Trail-Holiday

City Theater is celebrating the holiday season with the music of the legendary American pop and jazz singer Tony Bennett. A Swingin' Christmas is a jazzy new holiday revue.

Renaissance Theatre Company will relocate to a temporary downtown Orlando venue at 54 W Church Street for its upcoming productions THE OFFICE HOLIDAY PARTY and MEAN GIRLS.

The Gateway will present the return of its Holiday Spectacular on Ice, running November 28, 2025 through January 4, 2026 in Bellport.

Handsome Brad and Cherry Pitz will return to The Slipper Room on Thursday, December 11, 2025, for the 14th annual Hotsy Totsy Burlesque tribute to the Star Wars Holiday Special.

 The Peppermint Patties are ringing in the holidays with two very different live performances this December in Chicago. The season begins with A Christmas Carol Cabaret, a playful re-imagining of Dickens' classic tale told by the Patties.

The Wagner Ensemble, under the direction of Jeannine Wagner, will present Celebrations Around the World, a holiday concert showcasing seasonal music from across cultures and centuries.

Bear Grease: Shack Up For The Winter will return to the Citadel Theatre from December 18–21, bringing a new holiday twist to the all-Indigenous production fresh off its Off-Broadway debut.

The Providence Performing Arts Center will participate in the annual Toys for Tots campaign beginning November 29, inviting audiences to donate new, unwrapped toys during select performances.

Plethos Productions and Chanticleers Theatre will bring THE HOLIDAY CHANNEL CHRISTMAS MOVIE WONDERTHON to Castro Valley for a limited run December 5–14, 2025.

54 BELOW will celebrate the happiest time of the year with an incredible lineup of performances by Tony winner Christine Ebersole with Billy Stritch, “The Marvelous Mrs. Maisel” star Darius de Haas, and more.

The raucous and hilarious Chloe Saves Christmas will return to The Tank for 7 performances this holiday season.

EGOT-winner Jennifer Hudson has released an extended holiday edition of her 2024 Grammy-nominated album  The Gift of Love. The new edition includes two new bonus tracks: “Mary, Did You Know?” and “Let There Be Joy.' Listen to it now!

The Chorale’s annual performance of Shawn Kirchner’s The Light of Hope Returning will return for its fourth year and the Pasadena Chorale will release a new recording of Kirchner’s work on Bandcamp, with additional platforms to follow in 2026.

Los Altos native James Lanman will return home this December with his hit holiday concert, The King of Christmas, at the Historic Bus Barn Theater. Learn more here!

Within a week, Toronto audiences had the opportunity to see two musicals which parody that scourge of November to January television, the Hallmark Christmas Movie.

Broadway’s Sara Sheperd returns to St. Louis with her new cabaret show “Please Come Home for Christmas.” Sheperd invites audiences to “slow down, get cozy, and enjoy the tunes of Broadway and the Holidays” at Blue Strawberry on December 13, 2025.

Broadway actor Desi Oakley has released her new holiday single, “Christmas on the Coast.' Written by Dan Diaz and Martin Storrow, the track is a bi-coastal collaboration created between artists in Los Angeles and New York City. Check it out now.

The Town Hall and Pomegranate Arts will present Taylor Mac’s Holiday Sauce, which will take place in NYC on Friday, December 19 at 8:00pm at The Town Hall.

Brad Plaxen’s THE QUEER WITHOUT A SANTA CLAUS, directed by Cassandra “Sassie LeFay” Clark, a scandalously merry, musical parody, for anyone who ever wished Christmas came with a bit more glitter, leather, and tassels, has found its cast.

The Gateway Playhouse will present HOLIDAY SPECTACULAR ON ICE from November 28, 2025, through January 4, 2026, featuring two-time Olympic figure skater Nancy Kerrigan.

Broadway’s Desi Oakley will release her new holiday single CHRISTMAS ON THE COAST on Friday, November 21. Fans can pre-save the track now at ChristmasontheCoast.com.

The New Jersey Youth Chorus will present The Light We Give, a holiday concert of readings and carols, on December 5 in Morristown. The evening will feature the ensembles Coriste and Camerata in a program honoring traditions.

The Ringwald Theatre will present Steel Poinsettias, a new holiday parody by Vince Kelley, from December 5–21, 2025. The production will feature members of The Ringwald’s ensemble.

This December, Tafelmusik once again is inviting audiences to celebrate the season with two of Toronto's most cherished musical traditions: Handel's Messiah at Koerner Hall and the exuberant Sing-Along Messiah at Massey Hall.

The Burbank Chorale will present JINGLE ALL THE WAY, its 2025 holiday concert, on Saturday, December 6 at St. Matthew’s Lutheran Church in Glendale. The evening will feature a program of sacred repertoire, carols, and well-known seasonal selections performed by the Chorale’s singers.