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. View this Google sheet to download our weekly list of things to do.
*Please note, all dates and events are subject to change.
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Event Calendar
Select Dates
Event Categories
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 4, 2026
- August 15, 2026
3-9:30pm
John Work Arena
High Country Stampede Rodeo - Voted 2022, 2023, 2024, & 2025 Best CPRA Small Purse Rodeo of the Year and
August 22, 2026
All Day
High County Stampede Rodeo Grounds
Byers Peak Stampede – A Race to Remember! Lace up your running shoes and join us for the Byers Peak
October 14, 2026
4-6:30pm
Headwaters Center
Come one, come all to The 19th Annual Business Expo. It is the Winter Park & Fraser Chamber’s annual casual
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.