A Local's Guide to Eating and Drinking in Leonardtown

Leonardtown punches above its weight for a small town. Here is where we send our guests.

Seafood on the Water

Ruddy Duck Seafood and Alehouse sits right on the water and is the closest full dinner option.

Casual Seafood

Sweetbay Restaurant and Bar and Crab Knockers Seafood cover casual seafood done well.

Italian

Il Piccolo Morso is the pick when you want something other than seafood.

Wine and Beer

Port of Leonardtown Winery pairs a tasting room with live music in a park setting, and Brudergarten Beer Garden does the same with beer.

Something Sweet

Save room for Heritage Chocolates on the way home.