Search results
Leonardtown is a town in and the county seat of St. Mary's County, Maryland, United States. The population was 4,563 at the 2020 census.
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.
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 workshops, and exciting events and activities - there's so much to see and do.
- Wendy H. 2 contributions. Enjoyable tasting at Port Leonardtown Winery. We had a great time at our tasting at Port Leonardtown Winery with Michael. There was a variety of wines and all we tried were tasty.
- LAURIE S. Buckhannon, WV 437 contributions. Very relaxing. Great waterfront area with level walking, bathrooms behind the ice cream store, benches, and a children’s park.
- Amy H. Leonardtown, MD8 contributions. Lovely art co-op in town. I enjoy browsing the art gallery with its ever-changing displays of paintings, pottery, jewelry and other objects.
- William S. Fayetteville, PA 450 contributions. The Trail of History. We stumbled into the old jail in Leonardtown on a whim. We had just been walking around town and decided to look inside the Old Jail building, not expecting much.
There’s just nothing like a city on the water, and Leonardtown, nestled on the banks of the Potomac River, will show you why. Meander the new Leonardtown Wharf Park for stirring sunset views or take the plunge and rent a kayak or SUP.
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 Market, the hip and eclectic vibe of Fenwick Street, the peaceful tranquility of Port of Leonardtown Winery Park, and the serenity of beautiful Leonardtown Wharf.
Leonardtown offers beautiful landscapes and breathtaking waterways. When you enter downtown, you’ll be transported back in time as you take in the quaint town square and historic buildings. Take a stroll and experience firsthand the eclectic mix of specialty shops, galleries, and world-class restaurants that make Leonardtown warm and welcoming.
