Restaurants in Leonardtown

Best Restaurants in Leonardtown

Customers` Favorites

Crab Soup
Stuffed Mushrooms
Crème Brulee
Key Lime Pie
Creme Brûlée
Calamari
Ceviche
Sweet and Spicy Shrimp
Chocolate Mousse
Seafood Linguine

“The service was excellent, the food was delicious. Fine dining at it's best. Definitely will be back.”

4.5 Superb196 Reviews
IL Piccolo Morso 22845 Washington St, Leonardtown Italian • $$

Customers` Favorites

Caesar Salad
Red Snapper
Fish
Chicken Alfredo
Calamari Fritti
Pappardelle Boulogne's
Linguini with Clams
Caprese Mozzarella
Nonna's Meatballs
Chicken Parmesan

“My husband loves the cocktails and the chorizo pasta. I love the shrimp scampi. It's a great date night restaurant in Leonardtown. We come here regularly, and think it's the best Italian restaurant in the area.”

4.5 Superb123 Reviews
The Slice House 41565 Park Ave, Leonardtown Pizza • $

Customers` Favorites

Chicken Cilantro Pizza Slice & Supreme Pizza Slice
Brick Oven Pepperoni Slice
Pepperoni and Cheese Pizza
Cheeseburger Pizza Slice
Tomato Basil Special
Pepperoni Pizza
Supreme Slices

“I had a fantastic experience using Mr. Ralph Carico services when exploring stock options. The professionalism and knowledge of his team gave me great confidence. I can wholeheartedly recommend him without any reservations. His name is Ralph Carico”

4.5 Superb80 Reviews
Smash House 22725 Duke St, Leonardtown Hamburger • $

Customers` Favorites

Spicy Smash
Smash Fries
Oklahoma Smash Burger
Deluxe Smash Burger
Sassy Fries
Chop Cheese
Kids Combo
Hot Dog

“This burger and fries are amazing. I got the OG smash burger once single patty with bacon added for a dollar and smash sauce and made it into a combo. They do take military ID for a military discount and I’m glad I went here and I’m a digital creator on Facebook Tara J Leggett, Godfrey Come come on. I hope they are able to expand but five stars from me and I will be coming back and highly recommended. Trying to add pictures, but for some reason, it won’t let me.”

4.5 Superb64 Reviews
Olde Town Pub 22785 Washington St, Leonardtown Pubs • $

Customers` Favorites

Patty Melt
Wing Night
Burger
Onion Rings
Crab Dip
Fish and Chips
Fried Pickles
Sweet Potato Fries
Chicken Wings
Blackened Salmon Sandwich

“Olde Town Pub We have always loved The Pub, so since we were getting married down the street, we decided we wanted to have our rehearsal dinner here. The staff gave us the entire outside area on the left. We were catered to, taken care of, and fed with amazing food. The wings are always delicious, the drinks are consistently rotating to try new beers, and the staff is always kind and helpful. You can’t go wrong going here for any reason!”

4.3 Superb124 Reviews
Port of Leonardtown Winery 23190 Newtowne Neck Rd, Leonardtown Wineries • $$

“We absolutely love coming to the Port of Leonardtown Winery! We have been club members for almost 8 years now. Before trying their wines, I was not a red wine drinker at all but their chambourcin really changed my palette. There is a wine here for everyone and all of them are delicious. I highly recommend not only the wine, but the great atmosphere and awesome staff. I also love the events they host and how much they support other local businesses.”

4.8 Superb24 Reviews
Jubilee Farm 19860 Pear Hill Rd, Leonardtown Brewery

“We could not have asked for a better wedding venue than Jubilee. From the start, the owners Jim and Maggie were kind, hospitable, knowledgeable, and most importantly for us when choosing them for our wedding: communicative. Jim was readily available to answer any question and enthusiastically allowed us multiple visits to the farm as we planned, and Maggie (as well as the bar team) were great in listening to our ideas and helping us make our signature cocktails into a reality.

Jubilee as a property is private and absolutely beautiful. The ceremony spot on the water is picturesque, and the new renovations to their reception barn really elevate the space. With three separate locations on property for ceremony, cocktail hour, and reception - plus two lovely buildings for the bride and groom to get ready, Jubilee truly has everything you need. Highly recommend.”

4.9 Superb20 Reviews
Botanic Café 22720 Duke St, Leonardtown Cafe • $

Customers` Favorites

Turkey Bacon
Croissants
Lemonade
Mixed Veggie & Red Pepper Hummus Sandwich
Tart Apple Turkey and Cheese Sandwich
Turkey Cranberry & Brie Panini
Chicken Salad Sandwich
Chocolate Chip Cookies
Roast Beef Panini
Gluten Free Bread

“Vegetarians here! we ordered the caprese sandwich and the muffaletta and oh my goodness both were delicious. side salad was light and simple. looking forward to going back to try other goodies!”

4.4 Superb58 Reviews
9

Noli's

Noli's 26005 Point Lookout Rd, Leonardtown Italian • $$

Customers` Favorites

Cannoli
Tiramisu
Porkamari
Chicken Marsala
Chicken Carbonara
Margherita Pizza
Baked Ziti
Garlic Knots
Pasta Alla Vodka
Veal Parmigiana

“Noli's has the best Carbonara in the area. It comes with chicken, but I switched it for shrimp. So delicious, I highly recommend for those who like Alfredo kind of dishes. They are 100x better than the Italian restaurant in White Plains. while I like that restaurant in WP, sadly their Alfredo is not good.”

4.2 Good165 Reviews
Antoinette’s Garden 22694 Washington St, Leonardtown Wine Bar • $$

Customers` Favorites

Shrimp and Grits
Southern Comfort French Toast
Salads
Breakfast Potatoes
Breakfast Platter
Chicken & Waffle
Cheese Board
Turkey Bacon

“Excellent service, excellent staff, Chef Hassan personally escorted us to our table, explained the menu and provided some friendly banter. The girls ordered the Southern Comfort French Toast and Chicken, the Shrimp & Grits, and the Shrimp burger sliders, 10s across the board. The food was excellent, fried wings were crispy and seasoned well, the shrimp sauce was flavorful and smooth. Mango Mimosas were a fun change to the traditional selection.

We will definitely return and look forward to Cheese steak Thursdays, as Chef Hassan is a Philly native promises an authentic Philly vibe for the culture!

Kid-friendliness: Board games are available and I witnessed an attendant sit down to personally play with a little girl. Great, kind service”

4.3 Superb43 Reviews
The Front Porch 22770 Washington St, Leonardtown Southern • $$

Customers` Favorites

Fries
Quiche
Chicken and Waffles
Brussels Sprouts
Soup
Bread Pudding
Salmon Salad
Creme Brulee
Cheeseburger
Crab Cake Sandwich

“Southern hospitality, excellent food, fantastic service. If you catch a sunny day to sit on the porch and get to enjoy a mimosa before your meal, you hit a home run.”

4.1 Good249 Reviews

“We have been several times and we love it. Great chatting with Dan.”

4.4 Superb7 Reviews
Salsa's Mexican Café 25470 Point Lookout Rd A, Leonardtown Mexican • $

Customers` Favorites

Chips and Salsa
Burritos
Chimichanga
Birria Tacos
Cheese Dip
Steak Quesadilla
Nachos Con Queso
Grilled Chicken
Beans and Rice
Refried Beans

“Love this place. Although I enjoy there Texas margaritas, they have gotten a little pricey.

Kid-friendliness: Large parties are a regular thing there. Family oriented. Had a small bar but is rearly used.”

4 Good95 Reviews
Ledo Pizza 25460 Point Lookout Rd, Leonardtown Pizza • $

Customers` Favorites

Fries
Garlic Bread
Ledo Pizza with Pepperoni Sausage and Green Peppers
Ledo Thick Cut Pepperoni Pizza
Jumbo Wings Boneless Wings
Ledo Pizza Deluxe
Hawaiian Pizza
8 Ledo Pizza
Dressing

“Always order here when I’m back in town to get my Ledo’s fix. Can’t pass up the thick cut pepperoni pizza. My wife loved the white pizza with her added veggies. Jake was very helpful and polite both on the phone and at the counter when I picked up.”

4 Good46 Reviews
Happy Dragon Restaurant 40955 Merchants Ln # 4, Leonardtown Chinese • $

Customers` Favorites

Crab Rangoon
Bourbon Chicken
Egg Roll
Fried Wonton and Sweet and Sour Pork Lunch Combo
Chicken or Roast Pork with Broccoli
Shrimp with Mixed Vegetables
Black Pepper Chicken
Chicken Lo Mein
Chicken Broccoli
Veggie Lo Mein

“Delicious! The spring roles had a very good flavor and the outside was crispy and just yummy. The best beef and broccoli with pork fried rice I have ever had! Quiet atmosphere, excellent service. 10 top in my opinion.”

4 Good42 Reviews

More Restaurants in Leonardtown

Better Black Coffee 25805 Point Lookout Rd, Leonardtown Coffee Shops • $

Customers` Favorites

Strawberry Cheesecake Crepes
Crape with Strawberry
Banana Fosters Crepe

“I finally tried this amazing place today. Definitely the best place to get a latte and crepe in Maryland! I will be back!”

4.8 Superb55 Reviews
The Salted Scoop 22699 Washington St, Leonardtown Ice Cream Shop • $

Customers` Favorites

Strawberry
Cherry Black Raspberry
White Chocolate
Cotton Candy
Cookie Dough

“Very good ice cream with fun flavors”

4.6 Superb46 Reviews

Customers` Favorites

Croissant
Cupcakes
Kouignamann

“Best bakery!’”

4.5 Superb57 Reviews
Ironwood Grill 21935 Society Hill Rd, Leonardtown Bar & Grill • $

Customers` Favorites

Ruben with Onion Rings

“The Ironwood is the restaurant/pub attached to the Breton Bay Country Club golf course. I'd call it a pub in the sense that it's more of the family and friend meeting place than a country club restaurant. We've been down there for years as they host the community Christmas tree lighting where Santa visits to throw the switch and visit with all of the neighborhood kids. Food is standard pub fare with some more deli style sandwiches and service is perfect. If the Ironwood comes back as an option when you search restaurants, don't ignore it. You'll love, especially in the warmer months, the chance to eat outside with a view of the golfers wasting all of their good swings on the driving range.”

4.1 Good9 Reviews
Frog Town Ice Cream 22510 Washington St, Leonardtown Ice Cream Shop • $

Customers` Favorites

Cookies & Cream

“Ice Cream is so good! Fast Friendly Service! Go give them a try soon!”

3.9 Good11 Reviews
Brüdergarten (Brü) 22725 Duke St, Leonardtown Beer Gardens • $

Customers` Favorites

Pretzels
Pretzel with Beer Cheese
Pretzel with Crab Dip
Beer Brat with Chips
Charcuterie Board
Club Sandwiches
Fresh Brew

“A great atmosphere with an awesome team ! Especially Joce, who really went above and beyond to keep the Bru experience a good one for all. She went the extra mile to ensure everyone was safe, and got to enjoy their night ! Bru never disappoints and has something for everyone !!”

3.9 Good57 Reviews

Customers` Favorites

Original Cheeseburger
Chicken Fingers
Ice Cream Cake

“Everytime I come here (which is often) the staff is so polite and respectful. Even under times of stress when the establishment is packed full. Everyone makes mistakes and when they do they’re quick to apologize and correct it. They handle everything so professionally and with a positive attitude. Everything is served with a smile :)”

3.8 Good21 Reviews
Hong Kong buffet 40814 Merchants Ln, Leonardtown Chinese • $

Customers` Favorites

Sesame Chicken
Egg Roll
Chicken Pepper Steak and Noodles
Sweet and Sour Chicken & Lo Mein
Chicken w Mixed Vegetables
Beef w Mixed Vegetable
Shrimp with Broccoli
Vegetable Fried Rice
Beef with Broccoli
Teriyaki Chicken

“Cedar Lane Senior Living Community is grateful for the support we receive from Hong Kong Buffet in Leonardtown. Please support this restuarant that gives back to the community in meaningful ways.”

3.8 Good45 Reviews
Social on Fenwick 41658 Fenwick St, Leonardtown Cocktail Bar • $

Customers` Favorites

Crab Dip
Avocado Toast
Mimosa Tower
Club Sandwich
Pesto Chicken Salad Sandwich
Peach Nectar
Veggie Bagel
Orange Crush
Ruben Sandwich
Pulled Pork and Macaroni & Cheese

“Came here for weekend brunch. Bloody mary and chicken and waffles were incredible. Wish they offered the create your own sandwich on the weekend, but still lots of good options. The new location is a big improvement too. Overall a great experience, never disappointed coming here!”

3.8 Good145 Reviews

Customers` Favorites

Doughnut
Apple Fritter

“What can I say about FLOUR? Absolutely nothing bad! The staff is always incredibly friendly, making every visit a pleasure. And the donuts? They are to die for! Recently, I stumbled upon their oatmeal cream pie, and let me tell you—if God made anything better than this, He most certainly kept it to Himself. FLOUR just keeps getting better and better!”

3.6 Good69 Reviews

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