What's Happening

Experience Events

Rendezvous Event Center Sunset

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
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Event Categories
Dates
Event Categories
Stoutfest 2026
November 6, 2026 - November 9, 2026 All Day
Camber Brewing Company
Join us for our 7th annual Stoutfest! A celebration of dark beers featuring 5 stouts and porters of different styles
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Online - Intro to Breathwork
November 11, 2026 - January 7, 2027 6:30-8:30pm
Online Class
In this 2-hour class you'll learn a variety of Ayurveda breathwork techniques called pranayamas. We'll teach via live demonstration online
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Send'er November - Poker Run
November 14, 2026 8am-2pm
Winter Park Resort
Register: In-person only. No registration fee. Check-in at the Derailer Bar registration table starting at 8:00 AM. Collect Cards: Ski
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Ladies Night
November 19, 2026 5-7pm
Cooper Creek Square
Discover what’s new this season! Drop in and explore the latest arrivals and enjoy special promotions, giveaways, and refreshments while
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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. 

Volunteer Opportunities
Sponsorships & Advertising
Vendor Applications
Printable Weekly Event List