The Winter Park Sidewalk Art Festival is one of the nation’s oldest, largest and most prestigious juried outdoor fine art festivals. It is also one of the nation’s most profitable, positioned at #3 in Art Fair SourceBook’s 2020 rankings by artists sales and #6 in Sunshine Artist’s Top 200 from 2010-2020, a 10-year ranking of the nation’s most profitable art shows.  Also voted #3 All Time Favorite Festival in Sunshine Artist’s recent national survey. And listed as #1 Best Festival in the South by Art Fair Calendar.
 
The Festival debuted in March 1960 as a community project and is still produced today by an all-volunteer board that puts an emphasis on meeting the needs of the artists.  Set in a beautiful, historic downtown setting, the festival draws approximately 250,000 art-loving visitors. Artists from all around the country and beyond apply yearly to this highly competitive and very popular show.  An independent panel of three nationally accomplished judges will select the 212 fine artists and three emerging artists invited to exhibit their works. Emerging artists are encouraged to apply, see full details under the Emerging Artist tab.