Not sure where to go trick-or-treating? Looking for last-minute fun? Here are Halloween Events in our area by date:

Fall Festival

Thu, Oct 28, 6 – 8 PM

Dillard Street Elementary School

311 N Dillard St, Winter Garden, FL

Fall Festival at Dillard Street Elementary, 311 N Dillard St, Winter Garden, FL 34787, Winter Garden, United States on Thu Oct 28 2021 at 06:00 pm to 08:00 

Moto Monster Mash

Fri, Oct 29, 7 PM

120 S Dillard St, Winter Garden, FL 34787-3560

Come celebrate the spooky season with fun and games at our office. Games, Refreshments, and Trick or Treats for the big and little ghouls!

Winter Garden Halloween Experience

Fri, Oct 29, 7 – 9 PM

Downtown Winter Garden

320 Windford Ct, Winter Garden, FL

Live Music, Shows, and Pop-up Street Performers, 6:00-9:00 pm

Halloween Light Show on City Hall, 7:00-9:00 pm

Spooky Caboose at the History Center, 3:00-8:00 pm

Trunk or Treat Event

Sat, Oct 30, 10 PM – Sun, Oct 31, 1 AM

13640 W Colonial Dr, Winter Garden, FL

Join us for an evening of family fun at our Trunk or Treat! There will be cars decorated and handing out pre-packaged candy, free hamburgers/hotdogs, and live music. You and your family are invited!

Community Trunk or Treat

Sat, Oct 30, 5 – 8 PM

Faith Family Community

305 Beulah Rd, Winter Garden, FL

FREE Community Trunk or Treat Event. Fun for the whole family! Come dressed in your favorite costume and bring a bucket for candy and treats!

Halloween Light Show

Sat, Oct 30, 2 PM – Sun, Oct 31, 1 AM

300 W Plant St, Winter Garden, FL

Halloween Light Shows, street performers, a hay maze, holiday-themed photo stations, decorations, light displays, and much more!

Halloween Fun and Games

Sat, Oct 30, 2 – 6 PM

1170 E Plant St, Winter Garden, FL

Join us for the 2nd annual Halloween Fun and Games at the VFW. Games, music, food, and candy. Dress up and have a great time with us outside.

Candypalooza

Sun, Oct 31, 9 AM – 12 PM

 Hope Church, Oakland

*Kid-friendly Costumes are welcome for kids 5th grade & below

*Special Hope Kids programming during both 9am & 10:30am services

*Family Fun between services at 10am including inflatables, popcorn, cotton candy & more

*Invite ALL your friends & family

Trunk or Treat and "The Monster Gospels"

Sun, Oct 31, 5 – 7 PM

First United Methodist Church of Winter Garden

125 N Lakeview Ave, Winter Garden, FL

Decorate a trunk or golf cart & join us for a safe evening of trick or treating in downtown Winter Garden. Trunk or Treat begins @ 5:00p and “The Monster Gospels” starts @ 6:00p. Go here to sign up: https://www.signupgenius.com/go/60b0a4fa8ab23a1f94-trunk

Enjoy the Spooktacular Fun and Happy Halloween!

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