Winter Garden Music Festival
Saturday, February 21, 2026
11:00 am – 10:00 pm
Historic Downtown Winter Garden
Free Admission
Presented by the City of Winter Garden, this 11-hour multi-stage outdoor concert is FREE ADMISSION for the community, featuring 30+ music acts of various genres.
WHAT TO EXPECT:
11-hour multi-stage outdoor concert
30+ Live Music Performances
7 Stages
Broad Spectrum of Music Genres
Onsite Beer & Wine Vendors
Kids’ Zone, 11:00 am – 4:00 pm (adult supervision required)
Pedestrian-Only/Streets Closed
Outdoor Dining at Downtown Restaurants for a great view of the action
Free Parking
Remember to bring a chair to enjoy the music from the various stages throughout historic downtown.
No personal coolers and no outside alcoholic beverages are permitted. Refreshments and beer/wine will be sold at the event.
Rain or Shine -- the Winter Garden Music Festival will take place on February 21.
STAGE LOCATIONS:
Butterfly Sculpture Park, 240 W. Plant Street
Centennial Plaza Gazebo, 101 W. Plant Street
City Hall Stage, 300 W. Plant Street
Garden Theatre on Plant, 160 W. Plant Street
Lakeview Stage, 104 S. Lakeview Avenue
Loop Stage, 427 W. Plant Street
Main Street Stage, 1 N. Main Street
MUSIC SCHEDULE:
Please note that schedule is subject to change.
11:00 AM– 12:00 PM
DUBLIN BEAT
Irish Folk Band
Loop Stage
TONIC DUO
Soul, ElectroPop
Butterfly Sculpture Park
THE PORCHDOGS
Cajun & Zydeco
Centennial Plaza Gazebo
12:00 PM – 1:00 PM
THE BOOTS
Top 40s, Rock, Funk, & Pop
City Hall Stage
OKLAHOMA STACKHOUSE
Southern Tropical Rock
Lakeview Stage
VOCAL FLASH
Pop Acapella
Main Street Stage
1:00 PM – 2:00 PM
ABOUT TUESDAY
Pop-Punk/Rock Band
Loop Stage
GILLY AND THE GIRL
Contemporary Acoustic
Butterfly Sculpture Park
SANDY BACK PORCH
Bluegrass
Centennial Plaza Gazebo
2:00 PM – 3:00 PM
PAUL Q-PEK DUO
Pop/Rock, 70s & 80s
City Hall Stage
BILLY BUCHANAN & HIS ROCK ‘N SOUL REVUE
Soul, Funk, & Blues
Lakeview Stage
SOUTHBOUND
Country
Main Street Stage
3:00 PM – 4:00 PM
FLATT OUT BLUE
Bluegrass
Loop Stage
ALLIE AND THE ABSENT TRIO
Acoustic Folk/Pop
Butterfly Sculpture Park
RUMBA BROTHERS
Latin-Jazz & Flamenco Fusion
Centennial Plaza Gazebo
4:00 PM – 5:00 PM
LIVE HART TRIO
Indie, Soul
City Hall Stage
THE HOOLIGANS
British
Lakeview Stage
PHOENIX 5 AND THE RISING HORNS
Funk, Soul, Reggae
Main Street Stage
5:00 PM - 6:00 PM
TOM JACKSON BAND
Country
Loop Stage
RED MINT DUO
Soft Rock & Pop
Butterfly Sculpture Park
CYN
R & B
Centennial Plaza Gazebo
MOON FLOWER
Tribute Band to Santana
Garden Theatre on Plant
6:00 PM – 7:00 PM
BIG RON BETTS TRIO
Blues
City Hall Stage
SPAZMATICS
80s Pop & Rock
Lakeview Stage
O-TOWN MOTOWN
Motown
Main Street Stage
7:00 PM – 8:00 PM
SELWYN BIRCHWOOD
Blues
Loop Stage
JEREMY’S JAZZ TRIO
Jazz
Butterfly Sculpture Park
WINTER GARDEN MUSIC SCHOOL
Various Genres
Centennial Plaza Gazebo
MOON FLOWER
Tribute Band to Santana
Garden Theatre on Plant
8:00 PM – 9:00 PM
JULIE BLACK & HER BAND
Mix of Blues, Jazz, & Soul
City Hall Stage
8:00 PM – 9:30 PM
LATIN AMBITION
Energetic Latin
Main Street Stage
8:30 PM – 10:00 PM
THE BOY BAND PROJECT
Boy Bands Tribute
Lakeview Stage
9:00 PM – 10:00 PM
SHOT OF POISON TRIBUTE BAND
Hard Rock, Glam Metal
Loop Stage
PARKING & SHUTTLE - Free!
Public Parking Facilities Walkable to Event (no shuttles):
Downtown Parking Garage (three levels), 160 S. Boyd St
Boyd Street 117-space parking lot, 37 N. Boyd St.
Winter Garden City Hall, 300 W. Plant St.
Sam Williams Little League Complex, 415 S. Park Ave.
Veterans Memorial Park, 420 S. Park Ave.
S. Woodland St. & E. Joiner St. (2 parking lots on either side of S. Woodland St.)
Behind Winter Garden Post Office (off N. Lakeview Ave. between W. Plant St. and W.
Newell St.)
Parking Lot at W. Bay St. and N. Highland Ave.
Please Note: Parking along West Plant Street from Dillard Street to Park Avenue, and a portion of the adjoining side streets, will not be available for parking due to the road closures.
SHUTTLE SERVICE, 11:00 am - 10:00 pm
Courtesy of the City of Winter Garden, a COMPLIMENTARY Shuttle Service will operate continuously from 11:00 am to 10:00 pm.
SHUTTLE STOPS:
*Dillard Elementary School, 311 N. Dillard Street (offsite parking)
*848 E. Plant St. Parking Lot (southeast corner of 9th St. and East Plant Street / across from Winter Garden Library) (offsite parking)
*Corner of Dillard Street and Plant Street (event shuttle stop)
ROAD CLOSURES (Saturday, Feb. 21, at 2:00 AM - Sunday, Feb. 22, at 2:00 AM)
West Plant Street from Dillard Street to Park Avenue, as well as a portion of adjoining side
streets, will be CLOSED for this event from Saturday, February 21, at 2:00 am through Sunday, February 22, at 2:00 am. This will allow downtown to turn into one mega outdoor concert venue!
VETERANS MEMORIAL PARK - DELAYED OPENING at 10:00 AM (Feb. 21)
Please note that the gates of Veterans Memorial Park, 420 S. Park Avenue, will not open until 10:00 am on Saturday, February 21. There will be no access to pickleball / tennis / basketball
courts and all park facilities until the gates open at 10:00 am. Veterans Memorial Park is an off-site parking location for the Winter Garden Music Festival.
WARNING OF FRAUDULENT ONLINE SOLICITATION: If you receive correspondence by either a third-party company or the likeness of the City of Winter Garden via email or social
media about vending at a City event, it is fraudulent solicitation and do NOT engage in providing information or any form of payment.
Also check out other Music events in Winter Garden, Entertainment events in Winter Garden.
