Entertainment events in Winter Park

• Mon, 09 Feb, 2026 - 12:00 PM

  Free for Seniors: Solo Mio

  Aloma Cinema Grill

  9+ Interested

  |

  Free
• Thu, 29 Jan, 2026 - 07:00 PM

  Free Movie: Signing Tony Raymond

  Aloma Cinema Grill

  Free
• Sun, 25 Jan, 2026 - 02:00 PM

  Girl The PARK Day! FREE EVENT | Daytime Vibes!

  Blue Jacket Park

  75+ Interested
• Sat, 17 Jan, 2026 - 08:00 PM

  Pablo Duques and Tyler Snell - Reeds Out Loud Quintet!

  460 E. New England Ave., Winter Park, FL, United States, Florida 32789

  14+ Interested
• Sat, 31 Jan, 2026 - 08:00 PM

  Ella & the Bossa Beat

  460 E. New England Ave., Winter Park, FL, United States, Florida 32789

  13+ Interested
• Sun, 18 Jan, 2026 - 06:00 PM

  GROOVE SLAYERS - Saturday Dance Fever! LIVE at Aloma Cinema Grill

  Aloma Cinema Grill

  USD 25
• Tue, 03 Feb, 2026 - 07:00 PM

  Dinosaur Pile Up at Conduit

  Conduit
• Fri, 23 Jan, 2026 - 08:00 PM

  Jeff Rupert Quartet

  460 E. New England Ave., Winter Park, FL, United States, Florida 32789

  9+ Interested
• Sun, 01 Mar, 2026 - 03:00 PM

  St. John Passion | J.S. Bach

  Knowles Memorial Chapel

  41+ Interested
• Fri, 23 Jan, 2026 - 07:00 PM

  Bobby Jo Valentine Concert

  St Richard's Episcopal Church

  USD 13
• Fri, 23 Jan, 2026 - 07:00 PM

  BachataYá

  The Trap

  63+ Interested
• Sat, 25 Apr, 2026 - 07:30 PM

  Silver Screen Classics

  Knowles Memorial Chapel

  37+ Interested
• Sat, 28 Feb, 2026 - 07:00 PM

  Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL

  Aloma Cinema Grill

  USD 22
• Fri, 13 Feb, 2026 - 08:00 PM

  Golden Flower with the Mudita Orchestra

  Blue Bamboo Center For The Arts

  42+ Interested
• Thu, 29 Jan, 2026 - 06:00 PM

  Sculpting Sound

  Albin Polasek Museum & Sculpture Gardens

  Free