Winter Park Events in May

Events in May in Winter Park

Wondering what to do on the weekend or on a not-so-fun night? We have all you need, discover all the happening events in May 2025 in Winter Park and find the best picks of yourself. Be it a theatre workshop, meditation class or an entertaining concert, there are a bunch of curated events in Winter Park in May 2025 for you.

Events in May in Winter Park

Sat, 02 May, 2026 - 04:30 PM

Derby on Park (Kentucky Derby Party)

Winter Park Events Center

338+ Interested
Wed, 06 May, 2026 - 06:00 PM

Happy Hour Tour at The Alfond Inn / May 6

The Alfond Inn at Rollins College

Free
Thu, 07 May, 2026 - 07:00 PM

Defeated Sanity at Conduit

Conduit
Sat, 16 May, 2026 - 10:00 AM

Melissa Gamal in Orlando – One-Day Belly Dance Intensive

6904 Aloma Ave, Winter Park, FL, United States, Florida 32792

22+ Interested
Wed, 27 May, 2026 - 06:30 PM

Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026

Winter Park Village

USD 29
Mon, 11 May, 2026 - 08:00 AM

Rollins Summer Volleyball Camps 2026

Alfond Sports Center

USD 164