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. Download our weekly list of things to do.
*Please note, all dates and events are subject to change.
Check out our Activities, Happy Hours, Deals & Specials!
This includes things to do, activities at museums, Paint and Sip schedule, weekly menu specials, and so much more.
Winter Park Experience Pass
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Gain access to deals and discounts as well as the insider's guide to incredible local adventures and experiences. It is free and available on your mobile device.
Event Calendar
Select Dates
Event Categories

October 4, 2025
- December 5, 2026
All Day
Headwaters Center
Family Day at Headwaters River Journey $5 admission for adults. Kids Free thanks to generous grants from Colorado Headwaters Land

October 5, 2025
4-5:30pm
Mountain Shire Books
Mark your calendars for Sunday, October 5th! Mountain Shire Books will be kicking off Banned Books Week with a Silent

October 5, 2025
- October 26, 2025
4-8pm
Big Trout Brewing Company
Grab your friends and family and join us for game night every Sunday! Bring your own games or feel free

October 6, 2025
- October 27, 2025
5-7pm
Big Trout Brewing Company
Winter Park's Favorite Monday Happy Hour + Live Music! Join us every Monday from 5pm - 7pm for Happy Hour

October 8, 2025
9am-1pm
Headwaters Center
MSU Hospitality Class: Always Food Safe Food Handler Certification Join Metro State University for a Food Safe Food Handler Certification

October 9, 2025
4-5pm
Town of Winter Park
Join us Thursday, October 9, from 4:00–5:00pm at Winter Park Town Hall for a free marketing seminar. Learn about Winter
Volunteer Information
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