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 known for its beautiful landscapes, breathtaking waterways, and friendly, welcoming people. When you enter Leonardtown, you’ll be transported back in time as you take in the quaint Town Square and Historic buildings, but Leonardtown is undergoing a current renaissance of its downtown area with the addition of an eclectic mix of specialty shops, galleries, and world-class restaurants. We invite you to visit Leonardtown to experience the charm, the excitement and the warmth
first-hand, and if you've been away, we welcome you back. You're always welcome!
In fact, now is a great time for a visit! This Friday kicks off an exciting Jazz Fest Weekend in Leonardtown. You'll find amazing jazz related events & happenings throughout Town including a jazz era block party, jazz brunches, art shows, cruises and more! Also, this weekend is the official opening of the Leonardtown Butterfly Trail marked with beautiful butterfly banners and flags. The trail is a wonderful way to explore the Town - ReDiscover historic landmarks, exciting attractions and hidden works of art throughout Town. Visit the Jazz Fest page to learn more about all the wonderful jazz-related activities that are taking place, and visit the Butterfly Trail page for more information about this great new attraction for the entire family.