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Winter Garden Heritage & Music Festival 2023

Celebrating the City’s 120th Anniversary

Saturday, February 11, 2023
11:00 am – 10:00 pm
Historic Downtown Winter Garden

Celebrate your community’s 120th Anniversary at the Winter Garden Heritage & Music Festival on Saturday, February 11, 2023, in historic downtown. This FREE daylong celebration pays tribute to the City’s historic roots with some old-fashioned family fun. There will be 30+ live music and entertainment acts across six stages, guided history walking tours, a kids’ zone area, historical exhibits and presentations, strolling performers, and more!

Take a trip back in time and learn about a community that came together in 1903 to be known as Winter Garden.

The event is presented by the City of Winter Garden and the Winter Garden Heritage Foundation, as well as other generous partners.

Please note that the event will take place rain or shine.

FREE Parking & Shuttle Service

Free Parking & Complimentary Shuttle Service for the Festival can be found at the following downtown locations:

  • Three-Level Parking Garage, 160 S. Boyd Street
  • Additional Handicap Parking (Handicap tag only) and Golf Cart Parking at Farmers Market Pavilion after approx. 2:00 pm, 104 S. Lakeview Avenue
  • 117-space Boyd Parking Lot, 37 N. Boyd Street
  • City Hall, 300 W. Plant Street
  • Veterans Memorial Park (Parking attendants will direct vehicles.), 420 S. Park Avenue
  • Little League Parking Lot, 415 S. Park Avenue
  • Smith Street Parking Lot behind Plant Street Market
  • Wells Fargo Bank Parking Lot on 801 S. Dillard Street. (Parking attendants will direct vehicles.) Shuttle Service provided from 10:00 am – 11:00 pmDrop-off and Return Pick-Up at Dillard Street and Plant Street. 
  • 9th Street and Plant Street Parking Lot. (Parking attendants will direct vehicles.) Shuttle from 10:00 am – 11:00 pm. Drop-off and Return Pick-Up at Dillard Street and Plant Street.
  • Woodland Ave/Plant Street Lot (Rainbow Lot)
  • Joiner Street Parking Lot
  • Dillard Street Elementary School, 311 N. Dillard Street (no shuttle/walking distance)
  • Downtown Side Streets


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