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
March 14, 2026
5-7pm
Devil's Thumb Ranch Resort & Soa
Glide through a snow-covered landscape on skis or snowshoes as twilight settles on your journey to a cozy yurt tucked
March 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 30-45 minutes. Share your business updates, and
March 28, 2026
11am-5pm
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Kick off Spring Bash + Splash with TheBigWonderful Beerfest & Bluegrass. Featuring live music, craft beer, and a community-driven fundraiser
March 28, 2026
5-7pm
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As part of The North Face Skintrack Series, this guided uphill experience is designed to make touring approachable, social, and
April 2, 2026
6-8pm
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Join us for an unforgettable five-course wine-paired dinner featuring Attimo Wines. Ranch-inspired cuisine meets thoughtfully crafted, small-lot wines. Each course
April 4, 2026
10am-12pm
Rendezvous Event Center
Join us at Rendezvous Event Center on April 4 for the second annual Grand Kids Eggstravaganza Easter Egg Hunt! The
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.