Leonardtown Art Walk

Annual Arts & Entertainment Celebration

The St. Mary’s County Arts Council and the Town of Leonardtown hosts an annual Art Walk every September. This event celebrates the Leonardtown’s Arts & Entertainment District designation.

Each year, local artists submit artwork for display in businesses around Leonardtown. The Art Walk contest is an exciting opportunity to view work created in a wide variety of media and styles, with generous prizes awarded to the winners!

Stop by any of the businesses on the map during the month of September, pick up a ballot, get the ballot stamped at three different locations, and select your three favorite pieces of art! You can select the art from ANY of the businesses as long as you visit at least three different locations.

Opening Reception: First Friday, September 5, 2025 from 5-8 PM at St. Mary’s County Arts Council

Contest/Exhibit Run Dates: September, 2025

Fun Festivities include:

Vote for Your Favorite Art Pieces!

Art Events

  • The Town of Leonardtown will host a free music event in the square for everyone to enjoy!

  • St. Mary's County Arts Council will host an audience participation drum circle from 5 PM - 6 PM.

    Bring your own drum or use one of ours!

Plein Air Painters

  • We invite all artists to come out and set up their easels and paint anywhere around Downtown Leonardtown! Questions? Email: info@smcart.org