Arts & Culture Events
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Experience Winter Park Art & Culture Events
Below is the current schedule for the season and we'll be adding more! We constantly strive to deliver unique experiences to visitors, vacationers, and locals and hope you'll enjoy the variety of events planned. As always, all events are subject to change.
Winter Park Savings Pass
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Find Upcoming Events
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June 21, 2026
1-2pm
Mountain Shire Books
Happy PRIDE month from Mountain Shire Books ? Everyone is welcome to celebrate PRIDE with us this year! We are
June 22, 2026
- September 28, 2026
5-7pm
Big Trout Brewing Company
Join us every Monday for Live Music! Our list of musicians is below, please note this is subject to change
June 25, 2026
- July 23, 2026
All Day
Gravity Haus & Terrain Taco
A solo art show featuring the work of Steve Fitzgerald of Firestorm Clayworks from Fraser. This show explores the variability
June 26, 2026
- June 28, 2026
All Day
Rendezvous Event Center
Get ready to elevate your blues game at the 24th Annual Blues from the Top Music Festival, hitting Winter Park
July 3, 2026
- 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
August 22, 2026
11am-3pm
Rendezvous Event Center (Hideaway Park)
This is a wonderful opportunity to have some end-of-summer fun in Winter Park! We will have so many great activities