Winter Garden Music Festival

The City of Winter Garden is bringing us another free music festival for family-friendly, community-building fun. Enjoy multiple stages, pedestrian-only streets, activities for kids and more.

Event Details

Winter Garden Music Festival 2026
Saturday, February 21
11:00 a.m. to 10:00 p.m.
Historic Downtown Winter Garden
Free to Attend

What to Expect

The City of Winter Garden invites everyone to a fantastic day of music and fun. This free outdoor concert will feature a variety of live performances across different music genres, playing continuously for 11 hours in the beautiful historic downtown. 

You can expect a great day including: 

• 30+ music acts in a variety of genres
• Seven stages
• Onsite beer & wine vendors
• Kids’ Zone from 11:00 a.m. to 4:00 p.m.
• Pedestrian-only streets closed to cars

Music Stages and Schedule

Plan on strolling throughout the day between the seven different musical stages. The stages will be located across Downtown Winter Garden:

• Butterfly Sculpture Park, 240 W. Plant Street
• Centennial Plaza Gazebo, 101 W. Plant Street
• City Hall Stage, 300 W. Plant Street
• Lakeview Stage, 104 S. Lakeview Avenue
• Loop Stage, 427 W. Plant Street
• Main Street Stage, 1 N. Main Street
• Garden Theater on Plant, 160 W. Plant Street (indoor stage)

The music will happen simultaneously, so be prepared to make some hard choices. Check out this music schedule before you go so you can prioritize the acts you want to see.

Free Parking and Shuttle

Free public parking garages walkable to the music festival (no shuttle service): 

• 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.

Courtesy of the City of Winter Garden, a free Shuttle Service will operate continuously from 11:00 a.m. to 10:00 p.m. at these parking locations:

• 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

What to Know

There will not be any seating provided, so remember to bring a chair to enjoy the music in comfort. 

No personal coolers or outside alcoholic beverages will be permitted. 

This event is rain or shine. 

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