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 Experience Pass
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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.
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July 27, 2025
- August 17, 2025
11am-1pm
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We are back with summer Paint and Sip Classes – Explore your inner artist under the expert guidance of a
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
Rocky Mountain Repertory Theatre
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.