Paint Annapolis 2020: June 7-14

Paint Annapolis is a week-long, juried plein air painting competition held in June, that brings to Annapolis painters from around the world. For 14 years it has been a premier event, joining artists and patrons of the arts together to share in the vibrancy of outdoor painting. Hundreds of residents and visitors come out to watch the artists explore, in paint, the special colonial architecture, marine atmosphere, and overall energy of Maryland’s capital city.

Dueling Brushes: Sunday, June 7

Dueling Brushes is a three-hour quick draw event where artists paint downtown historic Annapolis. Come out to see the artist at work and to view completed paintings at Susan B Campbell Park alongside the First Sunday Arts Festival!

9am – 1pm: Artists paint in historic Annapolis.

Paint the Bay: Tuesday, June 9

Join us at Annapolis Maritime Museum for the Paint the Bay reception. This exhibition will feature artworks completed by juried artists featuring the Chesapeake Bay. Paint the Bay is free and open to the public.

Sponsored by the Junior League of Annapolis

6-8pm: reception at Annapolis Maritime Museum

Nocturne: Wednesday, June 10

Come out after sundown and watch the artists paint the night. While your here, be sure to check out Dinner Under the Stars hosted by the Inner West Street Association. Watch paint fly while you dine!

after sundown: artist paint on West St and Main St

Art on the Avenue: Thursday, June 11

Be sure to check out paintings of historic Annapolis at the Art on the Avenue block party. Maryland Avenue will be closed to traffic and lined with artwork, food, and vendors. Hosted by the Maryland Avenue and State Circle Association.

5PM-8pm: block party on Maryland Avenue

Collector’s Reception: Friday, June 12

Be the first to view the work created during Paint Annapolis. The collector’s reception is your opportunity to grow your art collection, or even get it started! Everyone who attends the reception will receive a $50 discount on Paint Annapolis artwork purchased June 9-11. While you’re here make sure to meet all of our juried artists!

purchase tickets here

6:30-9pm: Reception at Circle Gallery

Exhibition: Saturday and Sunday, June 13-14

Artwork created during Paint Annapolis will be on exhibit at Circle Gallery. The exhibition is free and open to the public, so be sure to stop by!

Saturday, June 13, 11am-5pm: exhibition can be viewed at  Circle Gallery

Sunday, June 14, 11am-1pm: exhibition can be viewed at  Circle Gallery

Receptions and Sponsorship

Are you looking to grow your art collection? Or just starting out?

The Paint Annapolis Collector’s reception is your opportunity to be the first to view Paint Annapolis artworks. Everyone who attends the collector’s reception will receive a $50 discount on any painting purchased June 9-11.

Collector’s Recpetion ticket — $50

(All Paint Annapolis Sponsors will receive a ticket to the Collector’s reception, see below)

Looking to Sponsor?

The success of all of our Paint Annapolis Competitions is largely owed to the support of our sponsors. If you are interested in sponsoring Paint Annapolis, please click below to learn more.

Thank you to our sponsors… we couldn’t do it without you!

Public Painting Events

Paint Annapolis is not just for juried artists, there is a place for everyone to paint! If you are interested in plein air painting, public events are a great opportunity to get out and paint! This year’s public events include Dueling Brushes, the Nocturne, and Art on the Avenue. You can participate in one, two, or all three of these events!

A description and schedule of each of these events can be found below.

1 of 3 events: $20 — 1 of 3 events $35 — 3 of 3 events $50

You may register at each event check-in or by calling Circle Gallery.

Dueling Brushes: Sunday, June 7th

Dueling Brushes is a three-hour quick draw where artists will paint in downtown historic Annapolis. After the three-hour painting window completed artworks will be exhibited at Susan B Campbell park alongside the First Sunday Arts Festival.

  • 7:30-9am: canvas stamping
    artists should report to the MFA stand at Susan B Campbell Park before 9am to check in and have your canvas stamped.
  • 9am-noon: painting
    Artists are free to paint anywhere in the assigned area. Maps will be distributed at the event.
  • 12:30pm: judging begins
    Judging will begin promptly at 12:30pm. All artwork must be framed and displayed on an easel (provided by the artist) at Susan B Campbell Park or the work will not be considered for awards.
  • noon-2pm: exhibition
    Artwork will be exhibited and up for sale from noon until 2pm.

The Nocturne: June 10th

The Nocturne is an opportunity for artists to explore Annapolis after sundown. Painting for this event will take place primarily on West Street and Main Street and artists must only paint after sundown. Completed artworks will be exhibited by Maryland Federation of Art.


  • sundown: painting begins
    Artists are able to paint from sundown to sunrise. You may check in and have canvases stamped Wednesday from 11am-5pm at Circle Gallery or Wednesday evening 5-7pm at the MFA stand on West Street.
  • 6pm-10pm: Dinner Under the Stars
    As you set up to paint your nocturne, keep in mind that Dinner Under the Stars will be in full swing. Dinner Under the Stars is an outdoor dining event hosted by the Inner West Street Association. This has always been a popular event for our artists to paint!

Be sure to check them out on Facebook:


Art on the Avenue: Thursday, June 11

Art on the Avenue is an opportunity for artists to paint historic Annapolis and exhibit their work during the Art on the Avenue Street festival.

  • Wednesday, June 10, 5-7pm: canvas stamping
    If you would like to get an early start painting Thursday morning, we suggest that you check in and get your canvases stamped Wednesday night during the nocturne. MFA will have a stand on West Street from 5-7pm
  • Thursday, June 11, 11am-5pm: canvas stamping
    If you are unable to have your canvas stamped Wednesday evening, you can come by Circle Gallery Thursday starting at 11am.
  • until 5pm: painting in historic Annapolis
    Artists are free to paint anywhere in downtown historic Annapolis.
  • 5:30pm: judging begins
    All artist must be back on Maryland Avenue with their completed artwork. Artwork must be framed, stamped, and displayed on the artist’s easel by 5:30 or work will not be judged.




Vladislav Yeliseyev: Selection Juror

Valerie Craig

Valerie Craig: Awards Juror

Hai-Ou Hou: Dueling Brushes Juror

Hai-Ou Hou was born in Beijing where she studied painting and ceramics at the prestigious Central Institute of Fine Art and Design. She accepted a teaching post at the Hubei Fine Art Institute where she taught painting and design. After immigrating to the United States, she received her Master of Fine Arts from Towson University. Hai-Ou’s work has been widely published and exhibited both nationally and internationally and hangs in many museum, corporate, and private collections. She is the recipient of numerous fine arts honors and awards.

Wil Scott: Nocturne Juror

The visible world is full of complexity, contradictions, and fleeting beauty. A camera is a tool to both preserve and discover these things, sometimes in completely unexpected ways. Often my photographs are discoveries made suddenly as I turn to observe a new location, or a new vantage point within a familiar scene. Others are more deliberately planned as attempts to capture the essential aspect of a subject seen previously. Almost all are attempts to recognize distinctive patterns of light and shadow, arrangements of forms, and emphatic color. Unintentionally, or not, all my work is impacted by more than thirty years as an historian of American art and my career at the National Gallery in Washington, DC.