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.
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Event Calendar
Select Dates
Event Categories
July 7, 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
July 8, 2025
- August 29, 2025
7:30-10pm
Rocky Mountain Repertory Theatre
Welcome to the bustling streets of 1950s New York City in Guys and Dolls, a musical comedy classic since its
July 9, 2025
- August 30, 2025
7:30-9:45pm
Rocky Mountain Repertory Theatre
Step into the enchanting world of Arendelle and join Elsa, Anna, and Olaf in this heartwarming tale of sisterly love
July 11, 2025
- September 5, 2025
9:30am-12:30pm
Headwaters Center
Our Kids’ Learning Lab is a free, engaging educational program for children, designed to immerse kids in nature through hands-on
July 11, 2025
6-8pm
Cooper Creek Square
Leashy A Colorado super group channeling raw energy into razor sharp, hook-heavy indie rock. Think emotional whiplash in the best
July 12, 2025
10am-4:30pm
Winter Park Resort
TheBigWonderful Beer Fest and Bluegrass has everything you need for a good time: live bluegrass concerts, unlimited beer samples from
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.