Winter Garden App
Business Directory Map
Plant Street Market
West Orange Trail
Important Phone Numbers
Enjoy the fall weather while having fun at these local events.
There will be dancing, games, food and maybe a few goblins lurking! Come in your best Monster get up
At Garden Theater
Enjoy playing corn-hole with the kiddos, grab some BBQ and local craft beers.
Saturday, October 23rd
Kid-friendly Costumes are welcome for kids 5th grade & below
a daylong celebration of the community’s historic roots with old-fashioned family fun.
Fet the whole gang ready for the patch on October 14, 2021!!
Come out to Downtown Winter Garden and enjoy free games, giveaways, and more.
2nd Annual Promenade at Sunset Walk Halloween Kid's Trick or Treating / Car & Truck show
Trunk or Treat begins Oct 31 5:00pm and “The Monster Gospels” starts 6:00pm.
We will have inflatables, games and prizes, trunk or treat, and so much more!
Come join us for a night full of family friendly fun!
Pumpkin Patch & Photo Spots
Farm Animal Petting Zoo, Hayride
Face Painting, Art, Games, Silent Auction, Seasonal Photo Booth, Hayride
Shopping galore with all of the Crafters, and Vendors lining the city streets.
This magical evening will begin with light hors d'oeuvres, music and fellowship.
Tables create their own theme.
Join us for an evening of family fun! There will be cars decorated candy.
Trick or treating, DJ, games, costume contest, prizes, trunk contest, food trucks
FREE Community Trunk or Treat Event. Fun for the whole family!
Dillard Elementary School invites you to
join us for this fun fall festival.
Join us on our family farm for our 6th annual Fall Festival at Southern Hill Farms!
Pick your perfect pumpkins, make arts and crafts, play outdoor games and more.
Join us for our Halloween Pet Costume Contest.
All painting supplies included! $ 35 per person (ages 7+)
Fun, safe trick or treating
Food trucks and special performances.
We are hosting a fall fest trunk or treat at Oakland Avenue charter from 5pm-7pm
Join us for what could be West Orange county's only nighttime Jack-o-lantern hike.