Winter Park Festivals Events

1st Annual Holler Ford Racing Showcase

1875 South Orlando Avenue, Maitland, FL, United States, Florida 32751 14 Mar 2026

Smile Mile - Kids Run

Blue Jacket Park 14 Mar 2026

The Great Duck Derby 2026

1300 S Denning Dr, Winter Park, FL 28 Mar 2026

Age of Enlightenment: Haydn, Mozart, Beethoven

Knowles Memorial Chapel 22 Feb 2026

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

Knowles Memorial Chapel 20 Feb 2026

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

Knowles Memorial Chapel 21 Feb 2026

St. John Passion | J.S. Bach

Knowles Memorial Chapel 1 Mar 2026

Golden Flower with the Mudita Orchestra

Blue Bamboo Center For The Arts 13 Feb 2026

Modern Nurse Fest Florida

Winter Park Community Center 24 Feb 2026

Silver Screen Classics

Knowles Memorial Chapel 25 Apr 2026

Silver Screen Classics

Knowles Memorial Chapel 26 Apr 2026

Sacred Service Duke Ellington with Samuel McKelton

Knowles Memorial Chapel 10 Apr 2026

Derby on Park (Kentucky Derby Party)

Winter Park Events Center 2 May 2026

Nick Dumas & Branchline @ Blue Bamboo Center for the Arts!

Blue Bamboo Center For The Arts 20 Feb 2026

Author Fest 2026

5700 Trinity Prep Ln, Winter Park, FL, United States, Florida 32792 5 Feb 2026

Fuoco Obbligato

Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States 28 Feb 2026

Second Annual National Oratorio Competition — Bach Festival Society of Winter Park

Park Avenue Winter Park 13 Feb 2026

25th Annual Orange Blossom Jubilee "Under the Big Top"

Winter Park Events Center 17 Apr 2026

The 67th Winter Park Sidewalk Art Festival

Park Avenue, Winter Park 20 Mar 2026

Trinity Prep's 11th Annual Author Fest

Trinity Preparatory School 5 Feb 2026

Lysander Piano Trio

Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States 15 Mar 2026

Dinosaur Pile-Up

Conduit 4 Feb 2026

Wheel, Sound and Shape, and More in Orlando

Conduit 12 Feb 2026