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. View this Google sheet to download our weekly list of things to do. Check out our Happy Hours, Deals & Specials! *Please note, all dates and events are subject to change.
Event Calendar
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Event Categories
September 2, 2026
6:30-9pm
Rendezvous Event Center
America’s Band will celebrate 250 years of the USA while saluting the 60th anniversary of Pet Sounds at Rendezvous Event
September 4, 2026
5-7pm
Cooper Creek Square
First Fridays Return for an Extended Summer Season! Come down to Cooper Creek Square for art, live music and community
September 4, 2026
- October 3, 2026
7:30-9:30pm
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Dig out those bell bottoms one more time! Never Can Say Goodbye: The 70s Beehive Musical is about to hit
September 4, 2026
All Day
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Super Downhill (Super-D) is the perfect mix of downhill and cross-country racing packaged together into one fun 6-12 minute run
September 5, 2026
11am-4pm
Mountain Shire Books
Join us at Mountain Shire Books & Gifts on Saturday, September 5th, from 11 AM – 4 PM for a
September 5, 2026
4-6pm
Cozens Ranch Museum
In September, the Cozens Ranch Gallery will welcome photographer Tyler Tomasello & his captivating collection of tintype photographs. Using a
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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.