Experience Events
Image
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
September 19, 2026
1-6pm
Rendezvous Event Center
The community is invited to Winter Park’s Annual Fall Festival on Saturday, September 19th at the Rendezvous Event Center and
September 23, 2026
6-8pm
Winter Park Town Hall
Candidate Forum Details Date: Wednesday, September 23 Time: 6-8pm Location: Winter Park Town Hall, Winter Park, CO The forum will
September 27, 2026
9am-1pm
Daven Haven Lodge
Taking Steps for Cancer’s annual 5K and Auction is like no other in Grand County. The opening ceremony features music
October 3, 2026
9am-1pm
Grand Park Community Recreation Center
Come explore Grand Park Community Recreation Center at our annual Fall Open House! Spend the morning trying out activities, enjoying
October 14, 2026
4-6:30pm
Headwaters Center
Business Bonanza! A new twist on the classic Business Expo. Discover What’s Local — Mix, mingle, and explore the businesses
October 30, 2026
6-9pm
Get the Details
Not just your regular Chamber Annual Dinner! Stay tuned how you and your teammates can make it a magical fun
 | Discover Winter Park Escapes: Luxury rentals and exclusive deals for an unforgettable getaway. Learn more. |
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.