12 Best Restaurants in Leonardtown

Leonardtown, Maryland, is known for its vibrant and diverse dining scene, offering everything from fine dining and seafood to casual cafés and international flavors. Whether you're in the mood for a gourmet meal, farm-to-table cuisine, or a cozy spot for drinks with friends, Leonardtown has something to satisfy every craving. Check out these top restaurant picks during your visit!

  1. The Front Porch – Housed in a historic building, this restaurant serves seasonal, Southern-inspired dishes with a focus on fresh, local ingredients, offering diners a welcoming atmosphere on the front porch.
  2. Sweetbay Restaurant and Bar – Offering contemporary American cuisine, Sweetbay combines locally sourced ingredients with a modern flair, providing a sophisticated dining experience in the heart of Leonardtown.
  3. IL Piccolo Morso – A charming Italian eatery offering handmade pasta, wood-fired pizzas, and an extensive wine list, perfect for anyone craving authentic Italian flavors in a cozy setting.
  4. Antoinette’s Garden – This intimate wine and dessert bar offers a curated selection of fine wines, charcuterie, and artisanal desserts, making it a delightful stop for those with a sweet tooth or love of fine wine.
  5. Smash House – A popular spot for burger lovers, Smash House serves up mouthwatering smash burgers with creative toppings and sides in a casual and inviting atmosphere.
  6. Mac’s Tap & Table – Featuring a rotating selection of craft beers and a menu full of pub favorites, Mac’s Tap & Table offers a casual dining experience perfect for groups or families.
  7. Brudergarten Beer Garden – Located at Shepherd’s Old Field Market, this outdoor venue serves a variety of craft beers and classic pub fare with live music and a laid-back atmosphere.
  8. Olde Town Pub – This local pub is known for its laid-back vibe, offering classic pub food like burgers and wings, plus a great selection of beers on tap.
  9. Port of Leonardtown Winery – While known for its award-winning wines, this local favorite also provides light bites and food trucks on select days, perfect for a relaxing afternoon or evening.
  10. The Rex – Set in a beautifully restored historic building, The Rex offers a delightful menu of locally sourced seafood, steaks, and craft cocktails in a casual yet elegant setting.
  11. Social on Fenwick – A stylish bistro offering modern American cuisine with a seasonal menu, Social on Fenwick is the ideal spot for a relaxed meal or craft cocktail in a contemporary setting.
  12. Salsa's Mexican Cafe – Enjoy authentic Mexican flavors at Salsa's Mexican Café, where the menu includes traditional favorites like tacos, enchiladas, and refreshing margaritas.