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. 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 16, 2026
- November 18, 2026
10:30-11am
Winter Park & Fraser Chamber
What is Chamber Chat? Chamber Chat is a Business Virtual meetup for only 30-45 minutes. Share your business updates, and
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
Devil's Craft
Not just your regular Chamber Annual Dinner! Stay tuned how you and your teammates can make it a magical fun
November 11, 2026
5:30-6:30pm
Vicious Cycle
Mix and mingle with your fellow members. Wear your favorite flannel and learn what's new for Sender November and early
 | 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.