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.
*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.
Event Calendar
Select Dates
Event Categories
February 12, 2026
4-6:30pm
Sunspot Mountaintop Lodge
Come mix & mingle at the top of Winter Park Resort. Load the Gondola, soar over spruce trees, and head
February 15, 2026
9-11:59pm
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The LowDown Brass Band is a uniquely strong representation of Chicago Music culture. Providing a modern take on soul, funk
February 18, 2026
- November 18, 2026
10:30-11am
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What is Chamber Chat? Chamber Chat is a Business Virtual meetup for only 30 minutes. Share your business updates, and
February 21, 2026
9-11:59pm
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An Evening with Kyle Hollingsworth Band Doors: 8pm Showtime: 9pm Ages: 21+ ________________________________________________ Decades ago, Kyle Hollingsworth set out on
February 27, 2026
7-9pm
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Alias Brass is a collaboration of five uniquely distinguished artists that blend seamlessly together. From baroque and classical to jazz
March 6, 2026
9-11:59pm
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Kendall Street Company: Lover's Tour 2026 Virginia's Kendall Street Company are no strangers to having a wild time. The genre-fluid
Volunteer Information
Get Involved in Winter Park Events
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