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Event Information


The Winter Park Sidewalk Art Festival™ - 60th Annual

Central Park and along Park Avenue
Winter Park, Florida (South)

Phone: (407) 644-7207
Event Dates: 3/15/19 - 3/17/19
Application Deadline: 9/26/18 Midnight EST
67 day(s) and 14 hour(s) remaining


Images: 4 (a booth shot is required)

Fee (Application Fee): $35.00

You can submit up to 3 applications for this show.


Event Summary
The 60th 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, with cash awards totaling $74,500 and dedicated Patron purchase funds were over $80,000 last year.

The show is located in historic downtown Winter Park, Florida, a beautifully landscaped area where artists’ booths nestle under large oak trees throughout Central Park and stretch along Park Avenue. The three-day event takes place on March 15, 16 and 17, 2019 in the heart of this charming city which is known for its brick streets, unique boutique shops, and inviting outdoor cafes and bistros.  Attendance at the festival is expected to reach over 350,000 people who will view the artwork of no more than 225 artists and 3 emerging artists. One of Central Florida’s largest annual outdoor events, the Festival also features a wide variety of entertainment on the stage in Central Park, food and beverage to please the whole family, a popular exhibit of student art from Central Florida schools, and many interactive arts for the kids.
Portions of the Festival's proceeds are donated to the Winter Park Sidewalk Art Festival Foundation to fund scholarships through the Jean Alice Oliphant Scholarship at Rollins College and The Winter Park Sidewalk Art Festival Scholarship at the University of Central Florida.

General Information


Sunday, July15, 2018
  • Application available on ZAPP
  • Application fee is not refundable.
Wednesday September 26, 2018
  • Application deadline to ZAPP, by Midnight, EDT
  • Requirements: 4 images (3 artwork, 1 booth) with no identifiable markings
 Saturday, October 20, 2018
  • ZAPP Screening at Winter Park City Hall
  • Open to all applicants and the public 8 a.m. to 4 p.m.
 Monday, November 5, 2018
  • Notification of screening results from ZAPP emailed on or before
 Monday, December 3, 2018
  • Acceptance and Exhibitor Fee deadline to ZAPP by Midnight, EST
  • Space Request deadline. Email to zapp@wpsaf.org by Midnight, EST
            See Booth Information below for Space Request.

Monday December 31, 2018
  • Exhibitor Fee refund request deadline. Email to zapp@wpsaf.org by Midnight, EST
  • Exhibitor Fee refund is subject to an administrative fee of $20.00
 Thursday, March 14, 2019
  • Spaces located within the Park may be set up AFTER 8:30 a.m.
               Check in with Headquarters before set up.
  • Headquarters is open 7 a.m.- 6 p.m. (NW corner of Park Ave & Morse Blvd)
 Friday, March 15, 2019
  • Spaces located along Park Avenue may be set up AFTER 5 a.m.
              Check in with Headquarters or Space Assignment Committee before set-up
  • Headquarters opens at 5 a.m. (NW corner of Park Ave & Morse Blvd)
 March 15, 16 and 17, 2019 (Friday, Saturday and Sunday)  
  • 60th Annual Winter Park Sidewalk Art Festival Hours
  • Friday and Saturday, 9 a.m.-6 p.m.
  • Sunday, 9 a.m.-5 p.m.

  • Artists’ Hospitality Center with refreshments available all day Friday thru Sunday
  • Limited free Artists’ parking near the Park
  • Artist Housing Program
  • Booth sitting staffed by volunteers available on call
  • Artist care team each day
  • Saturday Night Artists’ Dinner & Awards Presentation
  • Art Festival Magazine distributed at event and archived on website
  • Artists’ Gallery on website
  • Security patrol after hours
  • Extensive media promotions throughout Central Florida leading up to and during the Festival
  • Artists retain all sales proceeds
AWARDS – TOTAL of $74,500
  • Best of Show: Purchase Award, $12,000
  • Edyth Bush Charitable Foundation Art of Philanthropy Award:  Purchase Award, $5,000
  • Morse Museum Award for a Distinguished Work of Art: $2,500
  • Ten Awards of Excellence: $2,000 each
  • Twenty Awards of Distinction: $1,000 each
  • Thirty Awards of Merit: $500 each
  • In addition, Patron Program purchases estimated to reach $80,000 this year
The jurist panel consists of three (3) independent judges, selected from across the country for their in-depth knowledge and experience in multiple art media. In October they will review the digital images of all applicants to select the Festival artists and the Wait List artists. In March the same jurist panel will review the work of the exhibitors to determine those artists they consider eligible for awards. Judging of the awards is based upon the overall quality of the artwork exhibited. When a booth is selected by a judge, the artist is responsible for selecting one piece for Saturday's awards processing that best represents their entire body of work. The Best of Show, Edyth Bush Charitable Foundation Award and the Morse Museum Award are presented for individual works. Awards are presented solely at the discretion of the judges.
Names and bios of this year’s judges will be posted on our website at www.wpsaf.org under the About the Festival tab. 


It is critical that each accepted and wait-listed artist maintains an accurate
and up-to-date artist’s profile in ZAPP through March 2019,
especially telephone, e-mail, website and postal mail.
Applications to The 60th Winter Park Sidewalk Art Festival will be available thru ZAPP at www.zapplication.org between Sunday, July 15 and Wednesday, September 26, 2018, Midnight, EDT. Screening order is established by the date your completed application is marked “Received” in ZAPP within your media category.
  • Artists may apply only once in a category and in a maximum of three (3) categories but only if the work is substantially different in medium and technique.
  • Artists and Emerging Artists muct be 18 years of age or older.
The Festival is a family-oriented event and exhibits must be in keeping with this atmosphere.
You must submit four (4) images:
  • Three (3) current artwork images (with no signatures), and

  • One (1) booth image with your artwork displayed. Your booth image should display your current artwork and should not have any identifiable markings. That means no signatures, no booth cards, no signage and no people or pets should be shown in the photo.
Your application will be rejected if these rules are not followed.
Excellent guidelines labeled Image Preparation may be found in ZAPP. Only images submitted in the ZAPP format can be used in the Festival programs and publicity. Your #1 image may be used in the Festival programs, on the website and other Festival-related media.
Winners of the 2018 Best of Show Award, the Edyth Bush Charitable Foundation Award, the Morse Museum Award, Awards of Excellence and Awards of Distinction are invited to return in their awarded categories. To confirm your participation in the 2019 Winter Park Sidewalk Art Festival™, returning award winners must submit an application to ZAPP by Wednesday, September 26, 2018, Midnight, EDT and pay the exhibitor fee of $485.00 through ZAPP by Monday, December 3, 2018, Midnight, EST.
  • A coupon code will be provided to you by the Festival for the jury fee. Please check your
    contact information in ZAPP for accuracy.
  • Although not juried, please submit an artwork image through ZAPP to be used for publicity, including the Festival programs and Web site. Only images submitted in the recommended ZAPP format can be used in the Festival programs and publicity materials.
  • If you have a change of category or wish to enter in additional categories with work that is substantially different in medium and technique (maximum of 3 entries), please submit a separate ZAPP application, including fees and images, following all applicable instructions.
  • The deadline to request a refund of the exhibitor fee is Monday, December 31, 2018, Midnight, EST by email to zapp@wpsaf.org. Exhibitor fee refund is subject to an administrative fee of $20.00.
  • Please note that past Festival award-winning work is not eligible for an award.
  • Collaborating artists may apply as a single entry only. No more than two (2) artists working as a team may collaborate in the design and creation of any artwork submitted with the application or chosen to display at the Festival.
  • Assistants, employees, office or other support staff are NOT considered to be collaborators. If an artist has a helper who assists the artist with frames, setup, selling, paperwork, etc., but she/he is NOT producing the work under his/her own or team name, this person is NOT a collaborator, though he or she may certainly assist you at the Festival.
  • If accepted, only one (1) booth will be issued, and only finished work that is the result of the collaborative process may be displayed and sold.
  • BOTH artists are required to sign in and present photo identification prior to setting up.
  • BOTH artists must be present during Festival hours in the booth during the entire three-day Festival, with the exception of short breaks.


  • Artists must be 18 years of age or older at time of application.
  • ​Artists may apply in a maximum of three (3) categories (one entry per category).
  • If applying in more than one category, the work in each must be substantially different in medium and technique.

  • An artist may be selected in a maximum of two (2) categories.

  • If an artist is invited and accepts in two (2) categories, separate adjacent spaces will be assigned, one (1) space for each category. The artist cannot display artwork from two categories in one booth.



Selection is by the jury process only. The decisions of the judges are final. It is important to check your e-mail often as all acceptances and pertinent Festival information will be communicated electronically.
  • Placement on the Wait List is determined by the jury and is based on point score in category and then by the date the completed application is received in ZAPP. Upon a cancellation, all attempts are made to replace medium for medium. In the event that is not possible, vacancies are filled by the highest scores remaining in other categories in order to achieve a balanced show. If you do not wish to remain on the Wait List, please contact us by email at zapp@wpsaf.org.

Housing for artists will be provided in local homes on an as needed and as available basis. ZAPP application should be completed to indicate that you may request housing if accepted. Application for housing will be provided after acceptance and payment of your booth fee.
Awards are given regardless of category. Categories are used for jurying purposes only. It is the artist’s responsibility to enter in the appropriate category. Artists may apply only once in a category.
  • CLAY
Three-dimensional clay and porcelain work created by the artist. Jewelry is not included in this category. May not be machine-made or mass-produced.
Two-dimensional work created by the artist using computer technologies. May include scanned images, from the artist or other sources that have been non-trivially modified through the use of computer programs. Work must be printed with archival quality materials and properly signed and numbered as a limited edition no greater than 250 including all sizes. Signage of an overtly commercial nature listing the availability of numerous sizes, print surfaces and/or framing options is prohibited.
Two-dimensional works created by the artist using dry media including chalk, charcoal, pastels, pencils, wax crayon, or from the fluid medium of inks and washes, applied by pen or brush. Work must be created with archival quality materials and properly signed.
This category is restricted. Please refer to the guidelines and instructions under “Emerging Artist Program” elsewhere in this document and on our website at www.wpsaf.org/artists/emergingartists.
Three-dimensional work, wearable and non-wearable, created from fibrous materials. This category includes but is not limited to baskets, books, embroidery, paper, quilts, weavings, felting, etc. All work must be designed and created by the artist. No commercial or mass production works are permitted, regardless of additional modifications or enhancement by the artist.
Three-dimensional work created by the artist in glass. No molds or other forms of mass production are permitted.
Jewelry created by the artist without the use of commercial casts, molds, kits or a production studio, regardless of medium. Only those artists accepted in the jewelry category may display or sell jewelry.
Three-dimensional handmade work created with leather by the artist.
Three-dimensional artwork created by the artist through the forging, twisting and fabricating of various metals.
Two-dimensional, one-of-a-kind works created by the artist in which the primary intent is the union of two (2) or more physical materials.
Three-dimensional, one-of-a-kind works created by the artist in which the primary intent is the union of two (2) or more physical materials.
Two-dimensional work created by the artist with pigment including oils and acrylics, as well as egg tempera, casein, alkyd, encaustic (excluding watercolor). Work must be created with archival quality materials and properly signed.
Two-dimensional work created by the artist that includes digital and film photography that has not been manipulated to achieve results beyond what could be produced in a traditional dark room. Hand-colored photography and emulsion transfers are accepted in this category. Only the artist’s original source material is acceptable. Work must be printed by the artist or under the artist’s supervision in limited editions no greater than 250 including all sizes, properly signed and numbered on archival material. Signage of an overtly commercial nature listing the availability of numerous sizes, print surfaces and/or framing options is prohibited.
Two-dimensional printmaking is a transfer process of producing original art, usually in multiples. Printed original works are hand manipulated by the artist using etching, engraving, silk-screening, stone and plate lithography, linoleum block or woodcut, etc., which have been properly signed and numbered as a limited edition no greater than 250 using archival quality materials.
Three-dimensional work created by the artist primarily in a single medium such as shaping figures or a design in the round or in relief, by chiseling marble, modeling clay, casting metal or other materials. No forms of commercial or mass-produced or enhanced items not made by the artist are permitted.
Two-dimensional work created by the artist with watercolors using archival quality materials and properly signed.
  • WOOD
Three-dimensional work created by the artist that is hand-tooled, machine-worked, built-up, turned or carved in wood.

The Emerging Artist Program is designed specifically for outstanding new artists (18 years or older) who are just beginning their careers in the art world and who have never exhibited or sold their work in a juried outdoor Festival.
  • Visit the Festival website for complete details. Use this link, www.wpsaf.org/artists/emergingartists, or find it at www.wpsaf.org under the “For the Artists” tab.
  • A special code for Emerging Artists to use when applying through ZAPP is listed on our web site. If you are unable to enter the special code, please contact us.
  • We reserve the right to pre-screen and research emerging artist applicants to make sure they are a fit for this category and that they do not have extensive experience exhibiting and selling their work.
  • Artists may apply to either the Emerging Artist Program or to The Winter Park Sidewalk Art Festival through the regular application process, but they may not apply to both.
  • The Winter Park Sidewalk Art Festival 
  • P.O. Box 597 
  • Winter Park, Florida 32790-0597
  • Voice message system:  407-644-7207
  • Web site:  www.wpsaf.org
  • Application questions:  zapp@wpsaf.org
  • General questions:  wpsaf@wpsaf.org
  • Emerging artists:  ea@wpsaf.org
  • Facebook:  https://www.facebook.com/WinterParkSidewalkArtFestival
  • Twitter:  #WPSAF


Please read the entire application completely, including this important section.
  • All exhibitors must prominently display a copy of their Artist Statement in their booths.
  • These Artist Statements must describe the technique, materials and processes used in the creation of the entire body of work.
  • Collaborators must describe each member’s involvement in the creation of the artwork in their Artist Statement.
A completed ZAPP application and full payment of the booth fee is a commitment to show in your selected category (categories) and to abide by the Festival rules. Artist, and collaborator if applicable, must be present at all times during the three-day Festival.
Each space measures 10’ by 12’. The artist’s display, including booth and viewing bins, must be contained within this space.
  • An artist may have only one (1) single space, except in cases of dual-category acceptance.
  • The work of only one (1) artist may be displayed in each assigned space.
  • A minimum of six (6) pieces must be displayed.
  • The Festival retains the right to regulate various aspects of the booth display including, but not limited to, number of pieces of artwork, size and number of bins, and overall placement within the allotted space.
  • The Festival is a family-oriented event, and exhibits must be in keeping with this atmosphere.
  • Reproductions of original artwork
  • Copies of original artwork and works reproduced or copied from works of masters, advertisements, commercial or widely circulated photographs or offset prints
  • Work purchased from an outside source for resale
  • Production artwork in any category
  • Work created by kits, velvet paintings, manufactured or kit jewelry, art supplies, commercial signage or displays, decoupage and ceramics cast from commercial molds
  • Traditional crafts such as soaps, candles, scented oils and homemade food items
  • Mass-produced note cards, commercial books, etc.
  • Framing in the Park
  • Artwork not in the category in which the artist applied and was accepted
  • Unsigned artwork or work not using archival materials
  • Creation or demonstration of artwork in the Park
  • Alcohol or sound systems
  • Pets
  • Generators
During The Winter Park Sidewalk Art Festival all displays will be visited by the Viewing Committee
to ensure that the displays and artwork are in compliance with Festival rules.
It is our exclusive right and responsibility to remove work that is not in compliance.
An Officer of the Festival will make the final decision.
Non-compliance can result in expulsion and ineligibility for judging,
awards and future Festival participation.

Booth Information


EXHIBIT SPACEPlease find information under “Rules & Regulations”
  • $35.00 Jury Fee paid through ZAPP by Wednesday, September 26, 2018, Midnight, EDT. This administrative fee is not refundable.
  • $485.00 exhibitor fee paid through ZAPP by Monday, December 3, 2018, Midnight, EST.
  • No refund of exhibitor fee will be made for cancellation after Monday, December 31, 2018, Midnight, EST. Exhibitor fee refund is subject to an administration fee of $20.00.
  • There is no commission charged by the Festival on any art sales.
Space requests are determined by date of confirmed (paid in full) application and the returning 2018 award winners within each category. Your timely email response will greatly assist the committee in completing the park layout before the holidays.
Upon being extended an invitation to exhibit in The 60th Winter Park Sidewalk Art Festival, your application status will change to confirmed only after your acceptance and payment of the $485.00 booth fee. At that time, refer to the site map available at www.wpsaf.org then click on PARK MAP in the header and email three (3) space preferences to zapp@wpsaf.org by our deadline of Monday, December 3, 2018, Midnight, EST. Changes made to the park by the City in the Festival area may result in the layout being changed without notice.
Each artist is responsible for collecting and reporting Florida Sales Tax on all sales made during the Festival. The current tax rate for Florida/Orange County is six and one-half percent (6.5%). Reporting forms will be provided by Florida Department of Revenue at check-in or may be obtained at http://dor.myflorida.com/Pages/forms_index.aspx.
Event Site Map

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