The Winter Park Sidewalk Art Festival is one of the nation’s oldest, largest and most prestigious outdoor art festivals. The Festival debuted in March 1960 as a community project to bring local artists and art lovers together. It is produced by an all-volunteer board and draws more than 350,000 visitors each year.

Framed Vintage Poster from the 29th Annual Winter Park Sidewalk Art Festival. The Festival in 2024 will be the 65th annual.