Leonardtown Art Walk
Annual Arts & Entertainment Celebration
St. Mary’s County Arts Council and the Town of Leonardtown host an annual Art Walk every September. This event celebrates Leonardtown’s Arts & Entertainment District designation.
Local artists submit their work for display in businesses in the downtown Leonardtown area. The Art Walk contest is an exciting opportunity to view work across a wide range of media and styles, with generous prizes for the winners!
Stop by any of the businesses on the map during September, pick up a ballot, get the ballot stamped at three different locations, and select your three favorite pieces of art! You can select art from ANY of the businesses as long as you visit at least three different locations.
Opening Reception: First Friday, September 4, 2026, from 5-8 PM at St. Mary’s County Arts Council
Contest/Exhibit Run Dates: September 2026
Contest Prizes: First place - $100 Cash Prize, Second Place - $75 Gift Card to St. Mary’s County Arts Council Gallery & Gift Shop, Third Place - $50 Gift Card to Fenwick St. Books.
We also have gift cards for three lucky voters, drawn at random!
Fun Festivities include:
Vote for Your Favorite Art Pieces! See the link below to view and download the ballot/map and view the Online Gallery!
Art Events
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The Town of Leonardtown will host a variety of performances on The Square from 5-6 PM! There will also be guest artists across the street at the LTown Alley.
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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
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We invite all artists to come out and set up their easels and paint anywhere around Downtown Leonardtown! Questions? Email: info@smcart.org