Winter Park Sidewalk Art Festival 3/20-22/26

Booth 200

Location: Central Park and along Park Avenue
Winter Park, Florida (South)

The 67th Annual Winter Park Sidewalk Art Festival is one of the nation’s oldest and most prestigious juried fine art shows. It consistently ranks among the most highly regarded outdoor art shows in the nation.

The show is located in historic downtown Winter Park, Florida, nestled throughout Central Park and stretching along Park Avenue. The event takes place on March 20 – March 22, 2026, in the heart of this charming city. Attendance at the Festival is expected to reach over 250,000 people who will view the artwork of 215 artists and 3 emerging artists. One of Central Florida’s largest annual outdoor events, the Festival also features a wide variety of entertainment on the stage in Central Park, food and beverage to please the whole family, a popular exhibit of student art from Central Florida schools, and many interactive arts for the kids.