For 23 years, Paint Annapolis has been the premier painting event for this sailing town, bringing the community together to share in the beauty of painting en plein air, or painting outdoors. Every year during the first full week of June, we look forward to an exciting week of painting these historic streets.

With a combination of artists juried into the competition and public artist participation, we had more than 100 artists competing this year.

Click the links below to meet the juried artists that produced 145 works of art in five days; see the beautiful art created by both juried artists and public artists and meet the jurors who selected the award winning works.

Meet the 2024 Juried Artists  
Juried Award Winners   Public Award Winners  
View the Juried Artists' Work   View the Public Artists' Work
Meet the 2024 Jurors

The Paint Annapolis Week of Events

Sunday – Dueling Brushes

Paint Annapolis kicks off with Dueling Brushes, our quick draw, from 9 – 11 AM at the Susan B. Campbell Park at City Dock. Artists have 2 hours to find a spot downtown and finish an original painting from a blank canvas, followed by an exhibition of finished works from 11:30 AM – 2 PM at the Susan B. Campbell Park with awards announced at 1 PM. This an exciting event for the public to witness and buy art – a great kick off to the week!  

Tuesday – Paint the Bay Reception

“Paint the Bay” is a reception and event that features work by Juried Artists featuring an aspect of the lovely Chesapeake Bay. Held at the Bay Ridge Marina and Clubhouse, the 2024 event was sponsored by PNC. This reception with with wine and hors d’oeuvres is a great opportunity to meet the juried artists and make a selection of their amazing work. 

Dusk to Dawn Nocturne Painting

Artists have an opportunity to vie for the Nocturne award by creating paintings between dusk and dawn. 

Thursday – Art on the Avenue

Art on the Avenue is an evening of art, music and celebration, where Maryland Avenue is closed to traffic. From 5 — 7 PM Juried and Public Artists exhibit a painting they have created that best showcases the architecture of Historic Annapoli, with awards given at 6 PM.  .

Friday – Collector’s Party and Juried Artist Awards Ceremony

This ticketed event at MFA Circle Gallery gives you a first introduction to the full body of works created by the Juried Artists throughout the week, and to witness the Awards Ceremony. At this event, you have an opportunity to be the first to add their work to your collection. Tickets for this event are available for purchase in late Spring.

Saturday – PA Exhibition Begins, Opening Reception

The full and complete Paint Annapolis Exhibition officially opens with an Opening Reception from 5 to 7 PM, where you get to see all the public artists works as well as additional juried artists works.  Public, Teen and Young Artist awards are announced during this reception, including the awards selected by the Mayor of Annapolis. The Pop Up Gallery and Circle Gallery are open daily for two weeks following the reception to give the public an opportunity to see and purchase artwork created during this historic week.

Sunday – Muffins and Mimosas

The painting is done; awards are given and now it’s time to relax! Take a leisurely stroll through both galleries and enjoy the wonderful art made over the past week while sipping on a Mimosa and munching on a muffin from 11 AM – 2 PM. 

Wednesday – Closing Reception

One last party celebrating this incredible week of painting! From 5 – 7 PM is the public’s llast chance to view the work created by all the talented Public and Student Artists. 

Saturday  – Muffins and Mimosas

One last chance to view the work by Juried Artists with Muffins and mimosas available at Circle Gallery (18 State Circle) from 11 AM – 2 PM.

Paint Annapolis is successful because of our sponsors. We are grateful for the generosity of our sponsors and host families whose belief in the arts makes Paint Annapolis possible.

Below is a list of all our sponsors for 2024.