The Winter Park Paint Out is a JURIED event. We encourage all plein air artists over the age of 18 to apply, and welcome both local and out-of-state participants. The Selection Committee will review all applications and choose 25 artists to participate in the 2020 event. Top revenue-generating artists from 2019 are invited back to join the 2020 event. Notification results will be sent to each applicant via email no later than November 16, 2019. An Artist Agreement form and housing information for out-of-town artists will be sent to those who have been accepted.

Artists will be selected based on their:

  • Artistic merit and skill exhibited in 3 submitted plein air images
  • Application materials
  • Ability to represent the Polasek and City of Winter Park, Orlando, and the state of Florida through their plein air art
  • Commitment to support the Paint Out with their time and involvement during the entire week of the event

Please download and complete the application below, and submit via email to, along with three (3) images of three separate plein air works completed by you. *These examples should be recent (created within the last two years) plein air works (not studio) of the type and quality you would expect to create during the Winter Park Paint Out.*

2020 WPPO Artist Application

Please Note: Applications must be emailed and received no later than Thursday, November 1st, 2019, 5:00 PM ET. No late entries or other formats will be considered. Letters or materials sent via US Mail or hand delivered will not be accepted.