Winter Park Sidewalk Art Festival (67th Annual)

Organizer's Promotional Message

The Winter Park Sidewalk Art Festival is one of the oldest and most prestigious juried fine art shows in the country.  It consistently ranks among the most highly regarded outdoor art shows and offers one of the largest cash awards ($74,500) in the nation, along with an expected $100,000 or more in dedicated Patron Bucks.  Annual attendance is estimated at over 3 days = 250,000 art-loving attendees.  The Winter Park Sidewalk Art Festival will be held March 20, 21, 22, 2026.   Along with up to 216 fine artists, the festival features three Emerging Artists, concerts in Central Park, a wide variety of food and beverages, and interactive art activities for the kids, along with a juried art exhibit from local schools.