Featured Summer Events
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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.
Summer Events
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August 22, 2026
All Day
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The Tipperary Classic (formerly King of the Rockies) has been the iconic mountain bike race in Winter Park for over
September 4, 2026
All Day
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Super Downhill (Super-D) is the perfect mix of downhill and cross-country racing packaged together into one fun 6-12 minute run
September 18, 2026
- September 19, 2026
All Day
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Presented by Rendezvous Benefiting The National Sports Center for the Disabled (NSCD) You know what pairs well with award-winning wine
October 14, 2026
4-6:30pm
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Come one, come all to The 19th Annual Business Expo. It is the Winter Park & Fraser Chamber’s annual casual