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.
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Event Calendar
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Event Categories
June 25, 2025
6-8pm
Devil's Thumb Ranch Resort & Spa
Join us for an evening filled with exquisite wines and amazing cuisine with the Staglin wine family. Enjoy carefully-selected wine
August 23, 2025
12:30-4pm
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If you think there should be a festival just for tacos, we've got some great news: Tacos + Margs in
September 19, 2025
- September 20, 2025
All Day
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Taste wines from around the world right in the base of Winter Park on September 19 and 20. (Don't worry
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.