Restaurants in Leonardtown

Restaurants with Delivery

Online Reservation Available

Pet Friendly Places

Takeout Restaurants


Best Restaurants

IL Piccolo Morso 22845 Washington St, Leonardtown
IL Piccolo Morso
Italian • $$$

IL Piccolo Morso

22845 Washington St, Leonardtown

Our preferred restaurant in Leonardtown for a high quality meal at reasonable prices. Nice to be in a restaurant where you can have a conversation- at least on the evenings we've gone.

  • Take-Out
  • Superb532 Reviews4.5
The Front Porch 22770 Washington St, Leonardtown
The Front Porch
Southern • $$

The Front Porch

22770 Washington St, Leonardtown

The service and food is awesome! My favorite is the Front Porch Salad. Soooo delish. Be sure to make reservations because this little cute/quaint restaurant can fill quickly.Parking: Plenty of spaces to park. More spaces at the bottom of the hill.

  • Take-Out
  • Delivery
  • Superb1004 Reviews4.4
Olde Town Pub 22785 Washington St, Leonardtown
Olde Town Pub
Pubs • $$

Olde Town Pub

22785 Washington St, Leonardtown

If you are looking for good food and a place that’s open when no were else is in Leonardtown this is the place. The cocktails are amazing and the food is always good you will not be disappointed. Do yourself a favor and order the Garlic Parm Fries amazing! I have tried a lot of places living down but this is the only one I keep coming back to!

  • Take-Out
  • Delivery
  • Superb242 Reviews4.4
Social on Fenwick 41658 Fenwick St, Leonardtown
Social on Fenwick
Cocktail Bar • $$

Social on Fenwick

41658 Fenwick St, Leonardtown

The food is good. The staff is slow. The music is so loud you can’t hear anything the people are saying at my table. I love the casual atmosphere but the blaring music is awful. Again. The music is blaring- even when we are there between 9:00-1100. You should be able to hear the person sitting across the table from you (2 feet away)

  • Take-Out
  • Delivery
  • Superb198 Reviews4.4
Port of Leonardtown Winery 23190 Newtowne Neck Rd, Leonardtown
Port of Leonardtown Winery
Wineries • $$

Port of Leonardtown Winery

23190 Newtowne Neck Rd, Leonardtown

Such an awesome place! Went for the first time this Mother's day and was expecting a huge crowd but was pleasantly surprised. Customer service was on point. We showed up at opening time and there was plenty of shaded seating..although even if you show up later (and bring your own lawn chairs) you can definitely find shade. Bring your own food or stop at the food trucks they usually have (look on FB for posts). The wine/sushies were excellent! Live music was great and set an awesome vibe. Will definitely return to the public kayak launch for a relaxing float down a watershed of the Potomac River. Just an all around great celebration spot or weekend hangout!

  • Superb77 Reviews4.6
Botanic Café 22720 Duke St, Leonardtown
Botanic Café
Cafe • $$

Botanic Café

22720 Duke St, Leonardtown

My favorite St. Mary’s coffee shop ❤️ iced matcha w/ oat and lav cold foam is so good! Plus the breakfast bagel was made to order! The new patio addition is an added bonus :)

  • Take-Out
  • Delivery
  • Superb74 Reviews4.5
Noli's 26005 Point Lookout Rd, Leonardtown
Noli's
Italian • $$

Noli's

26005 Point Lookout Rd, Leonardtown

Wonderful food in a cozy atmosphere. House made food which is perfectly executed. The service was a tiny bit slow, but we didn't mind at all given the food. Nice place for any dinner out or a special occasion.

  • Take-Out
  • Delivery
  • Good237 Reviews4.2
Fitzie's Marina & Pub 21540 Joe Hazel Rd, Leonardtown
Fitzie's Marina & Pub
Seafood • $$

Fitzie's Marina & Pub

21540 Joe Hazel Rd, Leonardtown

Delicious crab pizza and crab balls! Fresh squeezed orange crush. Great scenery. Only a 20min boat ride across the river from Va. friendly service and lovely white sands beach dining. I’ll be back to Fitzies.

  • Take-Out
  • Good159 Reviews4.2
Antoinette’s Garden 22694 Washington St, Leonardtown
Antoinette’s Garden
Wine Bar • $$

Antoinette’s Garden

22694 Washington St, Leonardtown

We absolutely love this place!! What a gem! The decor and atmosphere are perfect! The food is amazing and the service is exceptional! We tried the shrimp burgers which have become my favorite. I also tried the pretzel charcuterie board and was pleased with the items but wished the pretzel was softer and warm. My husband loves the omelet but the portion is a little small for him. We love the games being available to play. While waiting for our meal I learned to play backgammon again. We had not played since we were kids. Shrimp and grits are my go to whenever on a menu and their cream sauce and shrimp flavor was amazing. It did leave me wishing for some more substance added to the meal though - green peppers, roasted corn.. something. Fruit salad was fresh and a good selection. French toast was great! Other recommendations: plasticware for to go meals, online ordering via toast app, menu posted online (website or fb), wider chairs.

  • Take-Out
  • Superb38 Reviews4.3
Happy Seafood House 40874 Merchants Ln, Leonardtown
Happy Seafood House
Seafood • $$$

Happy Seafood House

40874 Merchants Ln, Leonardtown

food was really good and well seasoned - and i think a good value. teri was our waitress and she was great and super friendly along with the rest of the staff, would definitely return!

  • Take-Out
  • Delivery
  • Good108 Reviews4
Kevin's Corner Kafe 24509 Point Lookout Rd, Leonardtown
Kevin's Corner Kafe
Seafood • $$

Kevin's Corner Kafe

24509 Point Lookout Rd, Leonardtown

Wow, and just Wow. This little gem was AWESOMENESS in a restaurant. To get delicious food and hospitality to Boot. Our waitress, Mrs Barbara, made everything so much sweeter. We will be going back. A+++!

  • Take-Out
  • Drive-Through
  • Good191 Reviews4
Happy Dragon Restaurant 40955 Merchants Ln # 4, Leonardtown
Happy Dragon Restaurant
Chinese • $$

Happy Dragon Restaurant

40955 Merchants Ln # 4, Leonardtown

The food here is good. It's what you'd expect. I've only eaten in the dining area once. It was clean, the wait staff was responsive. Take-out is an easy online ordering process. It would be nice to see a way to pay online so I can send someone to pick-up.

  • Take-Out
  • Delivery
  • Good130 Reviews3.9
The Leonardtown Grille 25470 Point Lookout Rd, Leonardtown
The Leonardtown Grille
American • $$

The Leonardtown Grille

25470 Point Lookout Rd, Leonardtown

The Leonardtown Grille is kind enough each year to allow the Academy of Finance students to learn etiquette in their private room in the morning. I always order the chicken fingers. Etiquette is still possible with chicken fingers! If you love chicken fingers, this place has an excellent recipe, and the chicken is always perfectly cooked.

  • Take-Out
  • Good145 Reviews3.9
Ye Olde Towne Cafe 22685 Washington St, Leonardtown
Ye Olde Towne Cafe
Family • $$

Ye Olde Towne Cafe

22685 Washington St, Leonardtown

I wish I could give more than 5 stars!!! The service was beyond great, the food was soooooooo good! The chicken fried steak is the best I've ever had, and the pancakes were delicious! Can't wait to go there again!!!

  • Take-Out
  • Good197 Reviews3.7

Frequently Asked Questions about Leonardtown

What are the best dog friendly restaurants in Leonardtown?

- Here are some popular restaurants where you could enjoy a meal with your furry friend:

What are the most popular restaurants in Leonardtown?

- The most popular and well-regarded restaurants in Leonardtown include:

What are the best restaurants that deliver in Leonardtown?

- Popular restaurants in Leonardtown that is known for their delivery services:

What are the best takeout restaurants in Leonardtown?

- Here are some excellent takeout restaurants in Leonardtown: