Holiday Events
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Welcome Winter in Winter Park this season!
We are encouraging locals, visitors, and vacationers to Welcome Winter this season. Our community welcomes and encourages everyone to live like locals, be adventurous, and celebrate the beauty of the surrounding area. Experience all that Winter Park has to offer!
Check out the winter activities in Winter Park and view full list of events & activations!
Winter Park is always ready to celebrate a holiday! Check out these events currently on our event schedule.
Upcoming Holiday Events
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Event Categories
October 24, 2026
4-6pm
Cooper Creek Square
Wear your favorite costume to trick-or-treat at all the businesses, plus a free photo booth and a DJ Dance Party
October 31, 2026
9pm-12am
Devil's Craft
Happy Halloween! Bring those costumes to the dance floor and get down to a bold, horn-heavy sound that blends rock
December 31, 2026
9pm-12am
Devil's Craft
Born out of the vibrant Chicago music scene, Sneezy is a funk-soul jam band that knows no boundaries. Rooted in
