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
May 5, 2025
- May 9, 2025
All Day
KFFR 88.3FM & KWTR 89.1FM
Youth Week is LIVE on KFFR 88.3 FM — May 5–9! Celebrate Grand County’s young voices with a full week
May 19, 2025
- May 26, 2025
5-7pm
Big Trout Brewing Company
Join us on Mondays in April and May for a toe-tappin', pickin' and grinnin' Open Acoustic Jam session! Bring an
May 21, 2025
- November 19, 2025
10:30-11am
Get the Details
What is it? Chamber Chat is a Business Virtual meetup for only 30 minutes. Share your business updates, and ideas
May 22, 2025
4-6pm
Fontenot's Seafood & Grill
Quickfire networking with at least 50 local businesses in Grand County. One-on-one dialog for 30 seconds each - get your
May 23, 2025
1:30-5pm
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A Winter Park Film Festival Fundraiser - For as long as we can remember, Broadway shows have been made into
June 5, 2025
4-7pm
RE/MAX Peak to Peak
Join us for a Grand Re-Opening of the RE/MAX Peak to Peak Office Space in downtown Winter Park! Enjoy appetizers
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.