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. Check out our Happy Hours, Deals & Specials! *Please note, all dates and events are subject to change.
Event Calendar
Select Dates
Event Categories
October 14, 2026
4-6:30pm
Headwaters Center
Business Bonanza! A new twist on the classic Business Expo. Discover What’s Local — COME CURIOUS. LEAVE CONNECTED. YOUR COMMUNITY
November 14, 2026
8am-2pm
Winter Park Resort
Register: In-person only. No registration fee. Check-in at the Derailer Bar registration table starting at 8:00 AM. Collect Cards: Ski
November 26, 2026
9:30-11am
Cooper Creek Square
Lace up your running shoes and start your Thanksgiving morning with some fresh mountain air and festive fun! Join us
November 28, 2026
9am-4pm
Winter Park Resort
Get ready to come ski Mary Jane's famous moguls with a park-side bump battle! It's all about throwback style, flair
December 5, 2026
3:30-5:30pm
Winter Park Resort
The holidays begin now! Kick off the season with a day on the slopes, holiday music, cookies and hot chocolate
December 9, 2026
4-6pm
Winter Park Information Center
Join us at the Winter Park Information Center for a Holiday Open house on Wednesday December 9 from 4-6pm. More
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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.