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 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 26, 2025
- October 31, 2025
All Day
Online Event & In-person Celebration
Are you looking for a community of support to participate in Sober October? Your search is over! We're here to
October 26, 2025
- December 28, 2025
7pm-12am
Devil's Craft
Calling all singers, musicians, DJs, dancers, poets, etc: Bring your talent to the Devil's Craft stage! Sign-ups start at 7pm
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 29, 2025
9-10am
Winter Park Town Hall
Down The Street Eats is hosting an open conversation on tip pooling—what it looks like in practice, how it has
October 29, 2025
7-8:30pm
The Birdie Lounge
Golf Like A Girl will be teaming us with the Birdie Lounge for a $10 per person group lesson! Sign
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.