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
July 12, 2025
- July 13, 2025
9am-5pm
Hideaway Park
Join Us This Summer for the 51st Annual Alpine ArtAffair! The Alpine ArtAffair is a beloved outdoor event that brings
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
August 31, 2025
1-4pm
Cooper Creek Square
Labor Day Block Party & Sidewalk Sales Enjoy live music with Joe R & the Icebox Sound, face painting, balloon
September 5, 2025
- October 4, 2025
7:30-9:30pm
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Prepare for a laugh-out-loud, heavenly comedy with Nunsense, a musical conceived by Dan Goggin. Join the Little Sisters of Hoboken
September 6, 2025
- September 7, 2025
11am-7pm
Cooper Creek Square
Winter Park Art Festival Enjoy amazing art, handcrafted goods with 40 plus vendors and live music both days.
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
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