Featured Events
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Ready for a good time?
Our doors are open and ready to welcome all who want to venture out and explore our wide-open spaces. Below is the current schedule for the season and we'll be adding more! As always, all events are subject to change. We constantly strive to deliver unique experiences to visitors, vacationers, and locals and hope you'll enjoy the variety of events planned. Before traveling, be sure to check out Updates & Alerts.
Check Out Our Featured Events
Select Dates
Event Categories
September 18, 2026
- September 20, 2026
All Day
Winter Park & Fraser
September 18–20 Grab your friends and join us for the 7th Annual Oktoberfest Hop Crawler in beautiful Winter Park and
September 19, 2026
1-6pm
Rendezvous Event Center
The community is invited to Winter Park’s Annual Fall Festival on Saturday, September 19th at the Rendezvous Event Center and
October 14, 2026
4-6:30pm
Headwaters Center
Business Bonanza! A new twist on the classic Business Expo. Discover What’s Local — Mix, mingle, and explore the businesses
Winter Park Savings Pass
Pro Tip
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 without an app.