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. 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

More Winter Park

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. 

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Event Calendar
Select Dates
Event Categories
Dates
Event Categories
Pizza Night with Live Music
October 20, 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
Get The Details
Sober October Challenge
October 20, 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
Get The Details
Pumpkin Carving
October 24, 2025 5-9pm
The Birdie Lounge
Bring your own pumpkin or we will provide one for you with the purchase of an alcoholic beverage or an
Get The Details

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