Art Fair Insiders

Call for Artists, Making Money at Juried Art Fairs, Craft Shows and Festivals

Last Call for Artists: Winter Park Sidewalk Art Festival

March 20-22, 2015 
Winter Park, Florida
Central Park along Park Avenue

225 Artists
Deadline: September 26

The 56th 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 a its artists compete for one of the largest cash awards ($72,500) among the top shows.  

Along with cash awards our enthusiastic Patrons Program is expected to spend more than $50,000 in Patron Bucks this year. The festival features original artwork that has been designed and executed by the exhibiting artists during the past two years.  
The show is conveniently located in Central Park, 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 the park and line Winter Park's Park Avenue, the heart of a charming downtown with brick streets, unique boutique shops, and inviting outdoor cafes and bistros.  

Attendance usually reaches 350,000 people for the three-day event.  Each year up to 225 artists are selected for participation.  Along with these nationally juried fine artists and the Emerging Artists, the three-day event features concerts in Central Park, a wide variety of food and beverages, and interactive art activities for the kids.

Fine Arts and Fine Crafts categories:  Clay, Digital Art, Drawing and Pastels, Fiber, Glass, Jewelry, Leather, Metal, Mixed Media-2D, Mixed Media-3D, Painting, Photography, Printmaking, Sculpture, Watercolor and Wood.


  • Ranks #5 in the nation by Sunshine Artist magazine in their 2014 list of Best 200 Fine Art and Design Shows
  • Ranks #1 in Art Fair Calendar's 2013 America's Best Art fairs poll
  • Attracts more than 300,000 visitors each year
  • Presents $72,500 in 63 cash awards including a $10,000 Best of show purchase award, a $5,000 Art of Philanthropy Award purchase award funded by the Edyth Bush Charitable Foundation, and a $2,500 Award for a Distinguished Work of Art given by the Charles Hosmer Morse Museum of American Art
  • is expected to exceed $50,000 this year in Patron Program "Art Bucks"
  • Lists all artists' names, art image and contact information in Art Festival Magazine and on the website
  • Promotes an Emerging Artist Program
  • Offers booth sitting, free parking for artists, Artist Hospitality Tent
  • Produces a Friday Night Jazz Concert
  • Celebrates with a Saturday Night Artists' Award Dinner
  • Provides a children's Workshop Village and encourages student art through the Leon Theodore Schools Art Exhibit
  • Produced by an all-volunteer board that focuses on the artists' success

For more information:


Festival's website: 


Phone: (407)644-7207

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