Things To Do
Below are historic, outdoor, fine dining suggestions around town while you are visiting for our wedding. Hope you get a chance to enjoy a few of our favorites!
Port of Leonardtown Winery
23190 Newtowne Neck Road, Leonardtown, MD 20650
Enjoy a relaxing day or evening at the Port of Leonardtown Winery. There is an outdoor pavilion with live music, cornhole, and a tasting room. Food trucks and vendors will be serving from local restaurants in town.
The Front Porch
22770 Washington Street, Leonardtown, MD 20650
This is a well known, southern coastal restaurant located inside the historic Sterling House. Serves upscale southern-style food, great for a night out.
Leonardtown Wharf Park
State Highway 326, Leonardtown, MD 20650
Down the hill from Leonardtown Square, you will find a picturesque waterfront where you can spend the day outdoor by the water. Take a stroll along the boardwalk, or rent a canoe/kayak cruising along the Breton Bay.
Leonardtown Square
Leonardtown, MD 20650
Leonardtown Square is the heart of historic downtown Leonardtown. The Upper Square is a walkable town with fine dining, outdoor concerts, and shops.
For all the days along the way