The Halloween Light Show on City Hall runs on Friday, October 16. The Winter Garden Farmers Market is on Saturday, October 17, and the Homecoming Parade is on Thursday, October 22.
Halloween Light Show on City Hall
Friday, October 16, 7:00 PM at City Hall, 300 W Plant Street. Free outdoor show of Halloween projections on the front of City Hall, running from 7:00 to 9:00 pm; it repeats on several later Fridays and Saturdays. Event page
Winter Garden Farmers Market
Saturday, October 17, 8:00 AM at Downtown Pavilion, 104 S. Lakeview Avenue. The market takes place every Saturday year-round, from 8:00 am to 1:00 pm. Event page
Halloween Flix at the Garden: The Shining
Tuesday, October 20, 7:00 PM at Garden Theatre on Plant, 160 W. Plant Street. Tickets are $5.00 plus fee, sold online only; the film is rated R. Event page
West Orange High School Homecoming Parade
Thursday, October 22, 6:00 PM at West Plant Street, downtown Winter Garden. The parade starts at 6:00 PM, and West Plant Street is closed in both directions from 2:00 to 7:30 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.