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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August 29, 2025
8-10:30pm
Rocky Mountain Repertory Theatre
Welcome to the bustling streets of 1950s New York City in Guys and Dolls, a musical comedy classic since its
August 30, 2025
8-10:15pm
Rocky Mountain Repertory Theatre
Step into the enchanting world of Arendelle and join Elsa, Anna, and Olaf in this heartwarming tale of sisterly love
August 30, 2025
9-11:59pm
Devil's Craft
However you sip their sound, Dustbowl Revival has become a beloved fixture of the Americana community - from playing tiny
August 31, 2025
1-4pm
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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
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Winter Park Art Festival Enjoy amazing art, handcrafted goods with 40 plus vendors and live music both days.