Frontyard Holiday Festival Lineup

Featuring Grammy & Tony Nominees

Maggie Rose, The Frontmen, Michael Cavanaugh and Emmaline headline the Grand Stage with theme nights

Orlando, FL. — Frontyard Holiday Festival at Dr. Phillips Center™ supported by AdventHealth welcomes two-time Grammy-nominated singer-songwriter Maggie Rose, country trio The Frontmen, Broadway’s Michael Cavanaugh and jazz vocalist and violinist Emmaline to the Grand Stage sponsored by Good Greek Moving & Storage.  
 
The festival returns Nov. 27 through Dec. 31 with Theme Night Thursdays and performances by many local artists.  

Headliners: 

Friday, Nov. 27 |  Swingin’ Holiday Big Band | 7 and 9 p.m.

The big band opens the festival on Thanksgiving Day. Step back into the golden age of holiday TV specials, with 16 musicians with full brass and saxes and and a vocalist.

Friday, Dec. 4 | BK Jackson’s Jingle Jazz Tour | 7 and 9 p.m. 

Tampa native saxophonist BK Jackson, who toured four years with Prince in the NPG Hornz and a decade with Trombone Shorty’s Orleans Avenue, is joined by gospel vocalist Bobbi Storm, who scored a No. 1 Billboard Hot Gospel Songs hit and Billboard-charting jazz artist Gino Rosaria. 

Thursday, Dec. 10 | The Frontmen (Country Night) | 7 and 9 p.m. 

Three legends: Richie McDonald (formerly of Lonestar), Larry Stewart (of Restless Heart) and Tim Rushlow (formerly of Little Texas) will perform hits including “Amazed,” “God Blessed Texas” and “The Bluest Eyes in Texas.” 

Friday, Dec. 11 | Maggie Rose | 8 p.m. 

The Nashville-based artist earned back-to-back Grammy nominations for her 2024 album “No One Gets Out Alive” and 2025 single “Poison in My Well.” Her latest album, “Half Moon,” was released in August. 

Saturday, Dec. 12 | Michael Cavanaugh | 8 p.m. 

Hailed as “a new piano man” by Broadway World, the Tony- and Grammy-nominated performer brings “A Merry Rockin’ Christmas,” pairing modern favorites such as “Last Christmas” and “Wonderful Christmastime” with classics such as “Jingle Bell Rock” and “Winter Wonderland,” plus pop and rock hits by Billy Joel, Elton John and others. 

Friday, Dec. 18 | CeCe Teneal | 7 and 9 p.m. 

Saturday, Dec. 19 | Emmaline | 8 p.m. 

“Have Yourself a Jazzy Little Christmas” features viral hits from her new Christmas album alongside holiday classics.

Saturday, Dec. 26 | Gary Lovini | 8 p.m. 

 
Theme Night Thursdays:  

Dec. 3 — Latin Night with Los Wizzards and Los Bombys 
Dec. 10 — Country Night with The Frontmen – Richie McDonald (formerly of Lonestar), Larry Stewart (of Restless Heart), and Tim Rushlow (formerly of Little Texas) 
Dec. 17 — Yacht Rock Night with New Kids on the Yacht 
  
Central Florida performers include Opera Orlando, the Orlando Gay Chorus, the Bach Festival Choir, the Brass Band of Central Florida, O-Town Brass and Ericka Dunlap, along with area high school choirs and Dr. Phillips Center student ensembles. Additional performances take place daily on The Alpine Chalet stage. More performers will be announced in the coming weeks. 
  
Admission is free. For the current schedule, hours and festival updates, visit drphillipscenter.org. 
  
The festival is made possible through the support of AdventHealth, OPAV, the City of Orlando’s Downtown Development Board, Brasfield & Gorrie, FAIRWINDS Credit Union, Good Greek Moving & Storage, The Main Law Firm, Massey Services Inc. and OUC – The Reliable One, along with a generous donation from Neal & Jan Dempsey.  
  
This project is funded in part by Orange County, Florida, through the Arts & Cultural Affairs Program. 
  
Special thanks to media partners iHeartRadio, WESH 2, CW18, Clear Channel Outdoor and Orlando Weekly for helping spread the holiday spirit. 
  
Embassy Suites Orlando Downtown, the festival’s preferred hotel partner, offers a special room rate for festival guests. 

Event details: 

What: Frontyard Holiday Festival at Dr. Phillips Center™ supported by AdventHealth
When: Nov. 27 to Dec. 31, 2026
Hours and lineup: Open 27 days; closed Mondays and Tuesdays through Dec. 13, plus Dec. 14, 15, 24 and 25. See the full daily schedule in the calendar of events.
Where: Dr. Phillips Center for the Performing Arts, Frontyard  
Admission: Free; select activities, food and beverages available for purchase