MARCH 18-20, 2022

Music & Entertainment

NEW FOR 2022! The traditional Friday Night Concert has been moved to the Saturday before the festival, March 12, 2022.  It will be an exciting event to kick off the festival week.

Watch this website for updates.

Traditionally the Friday night concert at the festival is a highly-anticipated springtime event in Central Florida, attracting enthusiastic attendees from around the state and beyond. Locals show up at daybreak on Friday morning to claim a space to spread out their blankets and set up their lawn chairs in front of stage in north Central Park. More than just a concert, the event takes on the feeling of a neighborhood party with elaborate spreads of food and drink.  

The concert, which generally focused on Jazz artists, gained statewide notoriety in the 80’s and 90’s when such greats as Herbie Mann, Dave Brubeck, Al Hirt, Ramsey Lewis, The Rippington’s, Grover Washington, Jr., Bob James, Earl Klugh and Warren Hill were among the headliners.  During that time period, the local Jazz station, WLOQ partnered with the festival to bring these big-name artists to Winter Park.  WLOQ went off the air in 2012 and funding for the concerts decreased without their industry connections and advertising support. But the excitement continued. The festival took over the booking of talent and sponsorships with the help of board member Wayne Osley of Oz Media, who continued to secure outstanding, crowd-pleasing headliners. Besides the main concert, the whole weekend is filled with popular local groups and talented young entertainers on the main stage, along with appearances by some of central Florida’s finest orchestras and ensemble groups.  


We look forward to you joining us again in 2022 when the tradition of wonderful music and entertainment returns.

2022 Art Festival Entertainment To Be Announced Soon!


Friday May 18, 2022  
Saturday May 19, 2022  
Sunday May 20, 2022