Welcome to our Daily Family Event Calendar for Central Florida!
Please double check all information, using the link(s) provided on each calendar event BEFORE heading out. Changes in event details, human error and cancellations can and will occur. If you would like to list an event on our Daily Calendar, please click here.
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Winter Garden Halloween Events
10/13/2023 @ 6:00 pm - 9:00 pm
free except for Descent into Madness Dinner Theatre
FRIDAY, OCTOBER 13
Descent into Madness Dinner Theatre Show, 7:00 pm, presented by the Winter Garden Masonic Lodge. Purchase Tickets (fee required/limited spots available)
SATURDAY, OCTOBER 14
Descent into Madness Dinner Theatre Show, 7:00 pm, presented by the Winter Garden Masonic Lodge. Purchase Tickets (fee required/limited spots available)
SUNDAY, OCTOBER 15
Descent into Madness Dinner Theatre Show, 7:00 pm, presented by the Winter Garden Masonic Lodge. Purchase Tickets (fee required/limited spots)
FRIDAY, OCTOBER 20
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00 – 9:00 pm
SATURDAY, OCTOBER 21
Fall-themed Winter Garden Farmers Market, 8:00 am – 1:00 pm
Lego Day at the Central Florida Railroad Museum – A Frightfully Fun Experience, 9:00 am – 4:00 pm
Create a Haunted House Family Event at SOBO Art Gallery, 4:00-5:30 pm, Click here to register (fee required/limited spots available).
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00 – 9:00 pm
SUNDAY, OCTOBER 22
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00-9:00 pm
FRIDAY, OCTOBER 27
Halloween Spooktacular Preschool Holiday Program, Jessie Brock Community Center, 10:00 am – 12:00 pm
Street Performances & Surprises, 6:00-9:00 pm
Halloween Light Show on City Hall, 7:00-9:00 pm
SATURDAY, OCTOBER 28
Halloween at the Winter Garden Farmers Market
Market: 8:00 am-1:00 pm / Event Activities: 9:00 am – 12:00 pm
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00-9:00 pm
SUNDAY, OCTOBER 29
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00-9:00 pm
TUESDAY, OCTOBER 31
Spooky Caboose at the Winter Garden Heritage Museum, 3:00-8:00 pm
Street Performances & Surprises, 6:00 – 9:00 pm
Halloween Light Show on City Hall, 7:00-9:00 pm
All events free other than “Descent into Madness Dinner Theatre Show”
