A Small Southern Maryland Town that's Big on Charm. Welcome to Leonardtown, a small community in the heart of St. Mary’s County, Maryland. This charming, walkable Town is …

Things to Do in Leonardtown, Maryland from taking a kayak/canie rentals, afternoon and summer cruises, art workshops, outdoor movies and concerts and more.

Events and Happenings in Leonardtown, Maryland including concerts, festivals, parades and more. Now offering virtual and live-streamed events.

Leonardtown Square is the heart of historic downtown Leonardtown. One of the few remaining town squares from Maryland's provincial period is more alive than ever today! The Upper …

There's so much to see and experience in HISTORIC LEONARDTOWN from Leonardtown Square, the heart of this warm and friendly town, the vibrant energy of Shepherds Old Field …

Discover what's new in Leonardtown, Maryland, a small Southern Maryland town that's big on charm. Explore Butterly and Wine trails, see exciting works of art from murals and outdoor …

The Historic District in Leonardtown, Maryland, visitors can trace their family history, tour historic landmarks and learn about historic figures and events.

Leonardtown A&E Online Presents Discovering Leonardtown, a new online series that highlights Leonardtown, a small vibrant Town in Southern Maryland. Discover the landmarks, history, …

Information for planning a visit to Leonardtown, Maryland. Learn about the exciting locations from the old town square to a picturesque Wharf, and the exciting events & happenings from …

Friendly, Historic Leonardtown is a vibrant Southern Maryland Town that's big on charm from the spectacular waterfront views at the Wharf, an award-winning Winery, art galleries and …