Experience Events
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Events, Events & More Events!
We constantly strive to deliver unique experiences to visitors, vacationers, and locals and hope you'll enjoy the variety of events planned. Our doors are open and ready to welcome all who want to venture out and explore our wide-open spaces. Download our weekly list of things to do.
*Please note, all dates and events are subject to change.
Check out our Activities, Happy Hours, Deals & Specials!
This includes things to do, activities at museums, Paint and Sip schedule, weekly menu specials, and so much more.
Winter Park Experience Pass
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Gain access to deals and discounts as well as the insider's guide to incredible local adventures and experiences. It is free and available on your mobile device.
Event Calendar
Select Dates
Event Categories
October 25, 2025
4-6pm
Cooper Creek Square
Grab your little ones and head to Cooper Creek Square for our annual Halloween Bash. Enjoy trick or treating at
October 30, 2025
6-9pm
Hideaway Park Brewery
Join us for an evening celebrating all things spooky! We are super excited to co-host this event with Hideaway Park
November 1, 2025
1-3pm
Pioneer Village Museum
Join us for trick or treating in the museum buildings AND a fall themed craft! This is a FREE event
December 6, 2025
6-10pm
Headwaters Center
Please join us on December 6th from 6-10 PM for an enchanting evening of food, festivity, and fun! The Headwaters
December 10, 2025
4-6:30pm
Winter Park Information Center
Chamber members! Mix and mingle with fellow members and join the Winter Park & Fraser Chamber for the Holiday Open
December 13, 2025
11am-3pm
Cozens Ranch Museum
Join us at Cozens Ranch for our annual Holiday Happenings! As always there will be cookie decorating, holiday keepsake making
Volunteer Information
Get Involved in Winter Park Events
Ready to get involved in your community? Find a volunteer opportunity that works for your schedule and what you like to do most.