On Friday, October 30, live music is scheduled at the Centennial Plaza Gazebo and the Halloween Light Show plays on City Hall. On Saturday, October 31, the Farmers Market holds a Halloween Celebration with a kids' craft.
Fridays on the Plaza
Friday, October 30, 7:00 PM at Centennial Plaza Gazebo, Historic Downtown. Free live music on the Plaza, hosted by the City of Winter Garden. Event page
Halloween Light Show
Friday, October 30, 7:00 PM at City Hall, 300 W Plant Street. Free outdoor Halloween projections on the front facade of City Hall, shown from 7:00 to 9:00 pm. Event page
Halloween Celebration at the Winter Garden Farmers Market
Saturday, October 31, 8:00 AM at Downtown Interactive Fountain & Pavilion, 104 S. Lakeview Avenue. The market adds a free Halloween Kids' Craft from 9:00 am to 12:00 pm, live music and pumpkins for sale. Event page
Halloween Light Show
Saturday, October 31, 7:00 PM at City Hall, 300 W Plant Street. Final night of the free outdoor Halloween projections on the front facade of City Hall, shown from 7:00 to 9:00 pm. Event page
Dates and times can change, so check each event page before you go. The events page lists the official calendars for Winter Garden.
Sources
Compiled from the official sources below.