Free live music at Winter Garden's Fridays on the Plaza
The City of Winter Garden provides free music every Friday night year-round in downtown's Centennial Plaza Gazebo.
Fridays on the Plaza is from 7 to 9 p.m., and it's free to hang out and listen.
Here is the schedule for the rest of 2026:
October
- October 2 - Tom Grimes (Blues)
- October 9 - Larry Poulton Band (Top 40)
- October 16 - Crenshaw (Folk)
- October 23 - Francesca Tarantino (Acoustic)
- October 30 - TBD
November
- November 6 - Sammy Valez (Rock)
- November 13 - MalCan'tHearYou (Indie Rock)
- November 20 - Dale New (Classic Rock)
- November 27 - Lucky to Be (Accoustic)
December
- December 4 - LIGHT UP WINTER GARDEN
- December 11 - Dickens Carolers (Holiday Music)
- December 18 - Mistletones (Holiday Music)
- December 25 - No Scheduled Entertainment in Observance of Holiday.
Centennial Plaza is a hub for shopping and dining in downtown Winter Garden. It also includes a clock tower.
Centennial Plaza is at 101 W. Plant St., Winter Garden.
Parking is available at Winter Garden's three-level parking garage (160 S. Boyd St.), a 117-space parking lot (37 N. Boyd St.), and the City Hall parking lot (300 W. Plant St.). Parking is free in all downtown locations.
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Centennial Plaza, Winter Garden
101 W Plant St
Winter Garden, FL 34787
(407) 656-4111
