Paint Annapolis

Sunday, June 1st - Sunday, June 8th

Get ready to explore the vibrant spirit of Paint Annapolis, a beloved annual tradition that celebrates outdoor painting, community connection, and the charm of Annapolis in full color.

Downtown Annapolis, Maryland

What is Paint Annapolis?

Paint Annapolis is a week-long, juried, plein-air painting competition held each year that brings artists to Annapolis from around the world. 'En plein air' refers to the artist painting outdoors in real-time while amidst the elements. The event, now in its 24th year, is designed to explore in paint the unique colonial architecture, marine atmosphere, and overall energy of Maryland's capital. Day and night, you will see dozens of artists across the city painting on the street, demonstrating their talents.

Visit the Maryland Federation of Art online to learn more about this unique arts event.

Art in Annapolis & Anne Arundel County

Enjoy regional arts in our bayside destination during your visit to Annapolis for the plein air festival.

Chesapeake Arts Center in northern Anne Arundel County is a powder keg of creativity and hosts gallery shows, live music, art classes, and other community events. Maryland Hall, once a school, is now home to theatre, ballet, art installations, art classes, and dance classes and offers an annual event calendar that aims to create a space for artistic dialogue and spark conversation through art activism.

With over 20 galleries, all within a short walk from one another, it's no wonder Annapolis was named one of the nation's Top 25 Arts Destinations in American Style Magazine's 12th Annual Arts Designation Poll. Annapolis galleries showcase various artwork, from pottery and glass fusing to sculpting, painting, and everything else in between. Annapolis is a compact and walkable city. Paint Annapolis is a great excuse to hit the streets and check out all the fantastic paintings materializing before your eyes while exploring unique galleries, murals, and sculptures throughout the Annapolis Arts District.

Paint Annapolis Week of Events

For further event details, please refer to Maryland Federation of Art.

Dueling Brushes 🎨| Sunday, June 1st
The week begins with a burst of creative energy during our lively quick draw event. Artists have just two hours to create a painting from a blank canvas, right in the heart of downtown. Watch the magic unfold and browse the finished works at a pop-up exhibition. It’s a great way to start the week—and maybe even take home a new favorite piece of art. Free and open to the public.

Paint the Bay Reception 🌊 | Tuesday, June 3rd
This waterfront reception features artwork inspired by the beauty of the Chesapeake Bay. Enjoy wine, hors d’oeuvres, and the opportunity to meet the juried artists whose work captures the spirit of our region. Free and open to the public.

Dusk to Dawn Nocturne Painting 🌙
As the sun sets, the creativity continues. Artists compete for the Nocturne Award by painting under the stars. Catch them in action during a vibrant night of al fresco dining, music, and live painting. Watching artists create by moonlight is a unique experience—romantic, inspiring, and free to all.

Art on the Avenue 🖼️ | Thursday, June 5th
Maryland Avenue transforms into an open-air gallery filled with music, art, and celebration. Artists showcase pieces inspired by the historic architecture of Annapolis. Stroll the avenue, meet the artists, and enjoy the creative energy of the evening. Free and open to the public.

Collector’s Party and Juried Artist Awards Ceremony 🥂 | Friday, June 6th
Be among the first to view the full collection of work created during the week. This exclusive ticketed event is your chance to connect with the artists, witness the awards ceremony, and add exceptional new pieces to your collection.

Paint Annapolis Exhibition & Opening Reception 🏛️ | Saturday, June 7th
Celebrate the official opening of the Paint Annapolis Exhibition with an evening reception. Discover a vibrant showcase of work by both juried and public artists. Awards—including the Mayor’s Choice—are announced during the event. Free and open to the public, with galleries remaining open daily for two weeks to explore and purchase artwork.

Muffins and Mimosas 🧁 | Sunday, June 8th
Enjoy a relaxed morning surrounded by art. Sip on a mimosa, snack on a muffin, and take one more look at the incredible paintings created throughout the week. Free and open to the public.