The Winter Park Sidewalk Art Festival
Event Details
Downtown, Winter Park, FL
Winter Park, FL 32789
United States
Event Dates and Times
Time Zone
(UTC-05:00) Eastern Time (US & Canada)
Description
The Winter Park Sidewalk Art Festival is one of the nation’s oldest and most prestigious juried fine art shows. Central Florida"s most anticipated harbinger of spring will celebrate its 67th year, March 20, 21, 22, 2026. It consistently ranks among the most highly regarded outdoor art shows in the nation and its artists compete for one of the largest cash awards among the top shows, ($76,500). Additionally, the enthusiastic Patrons Program is expected to spend more than $95,000 in Art Bucks this year.
Attendance is estimated at 250,000 or more for the three-day festival. This year 215 fine artists will be selected for participation, chosen from over 1,000 national and international applications. Along with these juried fine artists and three emerging artists, the festival will feature concerts in Central Park, a wide variety of food and beverages, a large display of outstanding art from local schools and interactive art activities for the kids guided by local museums.
The show is located in the heart of Winter Park, Florida, a beautifully landscaped area whose surrounding streets are closed during the Festival to allow for foot traffic only. Artists’ booths nestle under large oak trees in Central Park and line Winter Park’s historic Park Avenue, a quaint and charming downtown area with brick streets, unique boutique shops, and inviting outdoor cafes and bistros.