Events in Winter Garden, FL


  • Oct 4th - National Night Out 
  • Oct 22nd - Harvest Sidewalk Sale and Stroll 
  • Oct 29th - Halloween Trick Or Treat Trail 3-6pm
  • Nov 2nd - Tis the Season for Wine Down Weds - 5-8pm

  • Nov 10th - Winter Garden Wine Walk 6:30pm

  • Nov 26th - Shop Small Saturday  - Shop small!  Our favorite day of the year!
  • Dec 2nd - Light Up Winter Garden - 6-9pm
  • Dec 3rd - WG Christmas Parade 10am AND Golf Cart Parade 6pm 
  • Dec 7th - Wine Down Weds - Winter Wonderland Style - 5-8pm
  • Dec 8th - Holiday Boutique Stroll 5-8pm 
  • Dec 21st Guy's Last-Minute Late-Night Shopping - 6-9pm