Port of Leonardtown Winery

Port of Leonardtown Winery is a member-owned cooperative in historic Leonardtown, Maryland, showcasing wines made from grapes grown by Southern Maryland vineyards. Set beside the scenic Port of Leonardtown Park, the winery highlights the character of the region through a range of award-winning varietals and blends poured by a knowledgeable team. Guests can enjoy tastings, flights, glasses, and bottles in a relaxed setting with both indoor space and a spacious outdoor patio. The winery regularly hosts community-focused events and live music, and offers a wine club with member benefits such as special releases and discounts. Its location next to the park makes it easy to pair a visit with a picnic, a walk, or time on nearby trails and water access. The staff is happy to guide visitors through the lineup and share insights about local growers. Call ahead for current hours, event schedules, and information on groups or private gatherings.