- February 20, 2026
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Southbound brought its unique modern country sound to the Main Street Stage.
Billy Buchanan & His Rock ’n Soul Revue had the crowd grooving at the Lakeview Stage.
Jeremy Birdsall, of the Paul Q-Pek Duo, performed a variety of pop/rock hits on the cello.
The Paul Q-Pek Duo presented its unique sound to the City Hall Stage.
Andrew Beverly, of Flatt Out Blue, loved playing for the Winter Garden crowd.
Caleigh Barnett performed with Flatt Out Blue, a bluegrass band based in East Tennessee and Southwest Virginia.
Jordan McPherson performed bluegrass and roots music with Flatt Out Blue.
Allie and The Absent Trio performed for a large crowd at the Butterfly Sculpture Park.
Luis Alfredo Garcia and The Rumba Brothers performed a blend of Latin jazz and flamenco at the Centennial Plaza Gazebo.
Tomas and Chrissy Kohn couldn’t help but dance to the sounds of The Rumba Brothers.

Live Hart performs regularly at Disney Springs and also throughout at venues throughout West Orange.
The Live Hart Trio performed at the City Hall Stage.
Kurt Frohlich fronts The Hooligans, a band that performs the music of British bands such as The Who, The Clash and more.
Plant Street was packed with people throughout the day.
Volunteer Sebrenia Brown is a ray of sunshine wherever she goes.
Phoenix 5 percussionist Tony Robinson loved bringing the bands tight, funky sound to Winter Garden.
Phoenix 5 drummer Marcus McCants also performed lead vocals for many of the tunes.
Phoenix 5 guitarist Joe Pascual ripped an impressive solo during the band’s set.
Elena Ochoa was one of many volunteers who kept the Music Fest running smoothly.
Chris Simmons couldn't wait to see what Music Fest had to offer.
CYN performed a new song.
Spazmatics captivated the audience with every song.
Spazmatics was a crowd pleaser at Music Fest.
A guitarist with Spazmatics performed a solo.
Audience members jammed out to Spazmatics.
Audience members of all ages enjoyed Spazmatics.
The energy was high on the Lakeview Stage as the Spazmatics performed.
Spazmatics started its performance with "Take On Me," instantly engaging the large crowd that spanned from Plant Street to Tremaine Street.
Ron Betts of Big Ron Betts Trio performed a guitar solo.
Gloria Gevers showed off her dance moves.
O-Town Motown brought the sounds of classic soul hits to the stage.
Audience members cheered for O-Town Motown to keep performing.
O-Town Motown brought high energy to the stage.
Jackie and Matthew Castu danced the night away.
Kaiya Torrez, who is 2 years old, swayed to the music of O-Town Motown.
Jacqui McAlonis danced to O-Town Motown's performance of "Rollin on the River."
Jimbo Flemister danced with Hazely Bennett on the side of the Lakeview Stage.
Spazmatics' lead singer and clarinet player performed in front of an audience member's camera as he took video.
The Spazmatics lead singer and clarinet player brought the sound directly to the audience.
Spazmatics had audiences amazed by the clarinet performance.
Funny faces were made throughout Spazmatics' performance.
The led singer of Spazmatics capitalized on the end of his clarinet performance with a power pose.
The crowd was ready for Selwyn Birchwood to perform. Many people showed up well in advance to the band's performance to ensure they had the best seats.
Selwyn Birchwood rocked the stage with a plethora of people in the crowd at the Loop Stage.
Regi Oliver, with Selwyn Birchwood, drove the rhythm of the song with his baritone sax.
Selwyn Birchwood captivated the audience at the Loop Stage.
Mila Soto and Empanada & Co. owner Juan Soto had piping hot empanadas ready to serve. Empanada & Co. is located in Plant Street Market.
Jeremy Birdsall of Jeremy's Jazz Trio is a composure, producer and multi-instrumentalist based in Orlando.
A member of Jeremy's Jazz Trio looked out to the audience enjoying the music at Butterfly Sculpture Park.
Members of Jeremy's Jazz Trio were all smiles.
A Winter Garden Music School band performed "Party in the U.S.A."
Audience members sang and danced along as a Winter Garden Music School band performed "Party in the U.S.A."
Guitarist Dave Eichenberger of Julie Black & Her Band demonstrated his talents.
Julie Black & Her Band performed in front of City Hall.
Julie Black of Julie Black & Her Band dazzled the crowd with her vocals.
Chris Messina with the Boy Band Project sang NSYNC's "Bye Bye Bye" as the opener for the group's performance.
Teenagers screamed at the top of their lungs to show their love for the Boy Band Project.
A member of the Boy Band Project left the stage to sing directly to the teenagers in the audience during "I Want It That Way."
A member of the Boy Band Project danced with someone in the audience.
The Sensitive One took the lead of Backstreet Boys' "I Want It That Way."
The Bad Boy of the Boy Band Project captivated the crowd with the power of his voice.
The Boy Next Door made sure the audience was energetic.
Vocalist Renan Bonilla with Latin Ambition sang his heart out.
A couple danced in front of the Main Street Stage as Latin Ambition performed.
The crowd was movin' and groovin' to Latin Ambition.
Bruce Bennett brought the sounds of Poison to Winter Garden with Shot of Poison.
Phil Cefalo rocked out with Shot of Poison.
Deano Coolness uses a stage name to perform with Shot of Poison, a Poison tribute band.
Frank Pupillo brought the same energy to the stage as Bret Michaels as part of the Shot of Poison, a tribute band to Poison.
People were front row at the Loop Stage to sing and dance along to the Shot of Poison Tribute Band.
Eva Merritt and Ms. Bee's Gourmet Popcorn owner Preya Shivdat brought classic popcorn flavors to Plant Street.
Cat Farias Mazzi and Ben Falcone with Sir Benji's provided a variety of donuts.
Winter Garden Music School bands gave their all to the performances.
Winter Garden Music School had people singing and dancing along.
The youngest band from Winter Garden Music School performed last.
Winter Garden Music School Rock Lab students showed off their talents.
Inay's Kitched cooked up a variety of food options.
The Boy Band Project danced in unison, striking poses of classic boy bands.
Residents enjoyed sunshine, good eats and plenty of music during the 2026 Winter Garden Music Fest, held Saturday, Feb. 21, downtown.
The weather was perfect for 12 hours of nonstop music across multiple stages on Plant Street. From Latin jazz and funk to bluegrass and 80s anthem rock, the music menu featured something for everyone.
Attendees also enjoyed indulging in a variety of food and beverages from restaurants and vendors stationed throughout the event.