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Call for Entries for Plein Air Painters

Paint Annapolis is a 7-day juried plein air painting competition that is held May 31st – 7th, 2026. It brings together artists working in all physical media from across North America and Europe to Annapolis and Anne Arundel County. For 25 years, Paint Annapolis has been a premier outdoor painting event, bringing together artists and patrons to be part of a community where colonial architecture meets maritime heritage. Apply to be a juried artist to paint our beautiful historic town, exhibit your work in Circle Gallery, and compete for cash awards totaling $15,000.

Paint Annapolis 2026 is presented by Maryland Federation of Art (MFA), a 63-year-old non-profit organization committed to exhibiting new and innovative art created by living artists. MFA is based at Circle Gallery, 18 State Circle, across from the Maryland State House in historic downtown Annapolis.

For more information about this opportunity, please visit the Event Website.