Location: Leonardtown
Top Restaurants in Leonardtown
Top Things to do in Leonardtown
Leonardtown Food Guide: 10 Must-Eat Restaurants & Street Food Stalls in Leonardtown
Leonardtown is a town in and the county seat of St. Mary's County, Maryland, United States. The population was 2,930 at the 2010 census. Leonardtown is perhaps most famous for the national oyster-shucking championship that occurs annually at the St. Mary's County fairgrounds.
Things to do in Leonardtown
1. The Front Porch
Overall Ratings
4 based on 180 reviews
The Front Porch is an intimate restaurant featuring creative Southern Coastal Cuisine located in historic downtown Leonardtown. Set within the Sterling House, we offer casual dining in a cozy atmosphere and our friendly staff delivers gracious service. We serve as a gathering place for the community where all are welcomed to enjoy fresh, quality ingredients at an affordable price. Our decor' is warm with photography depicting local scenes of St. Mary's County while the "shadow box" on the walls is host to the artifacts found in the house during the renovation. Original hardwood floors, period molding, and fireplaces highlight the natural splendor of the house providing a relaxed dining experience. Our menu includes a broad selection of starters, soups, sandwiches, salads, and entrees. We offer daily specials, feature seasonal ingredients, local produce, and boast an ever changing dessert menu. The "back room" at The Front Porch showcases over 40 varieties of wine, while our bar presents Specialty Drinks, Boutique beer, along with your traditional cocktails. We take great pride in our restaurant, the heritage of this house, and we warmly invite you to enjoy The Front Porch at the Sterling House
Reviewed By culturevulture4 - Maryland
Where to begin. Second time there, first time was about a year ago and very, very happy with service and food then. Went tonight to treat a good friend for her birthday. Called yesterday to make a reservation for 4 at 5:30, told I don't need one, just come on in. Arrived tonight at about 5:30 and told there was a large private party and no table available except upstairs, no elevator, two of us walking with canes. Said, "No, thanks." Told to wait on the porch outside. It was cold and raining. Didn't want to make a fuss and spoil friend's birthday so went to the porch and ordered crab dip and drinks. Crab dip a year ago: Terrific! Crab dip tonight: Meh. Asked server what kind of bread was on the plate, told (over her shoulder on the run), "focaccia." I could figure that out, thank you. Found out later it was Sun dried tomato focaccia with garlic, herbs, chiles, and spices. Was that too much to add to the answer? Food was mediocre at best. Not one at the table finished (we're all enthusiastic eaters!) Turkey Pot Pie was dry, lamb chops were tough and chewy, scallops overdone. Asked for something special for dessert for friend's birthday, told maybe they could find a candle. Really? That's the best you could do for over $150.00? Male server, with beard (sorry, didn't get his name) tried to make it up to us, too little too late. We won't be back, won't recommend.There are other choices.
2. Heritage Chocolates
Overall Ratings
4.5 based on 15 reviews
Reviewed By Melissa G - Maryland, United States
I love the fine chocolate and sampling the selections. They recently added around 20 flavors of Gelato and stay open later so you can get some while walking around Leonardtown. A small costs around $4 which I feel is high. I had blood orange & salted caramel which were both delicious.
3. BTB Coffee Bar
Overall Ratings
4.5 based on 15 reviews
Reviewed By LivelyLaura - Fitchburg, Massachusetts
Met some friends here for coffee on a Saturday afternoon. What a great place! By day, a coffee bar with lovely food options and by night, a speakeasy. The coffees and chi were wonderful, and my friends enjoyed scrumptious looking baked goods. I loved the speakeasy part of it as well - great decor. If I lived in Southern Maryland, I would definitely go back for the evening ambiance.
4. Salsa's Mexican Restaurant
Overall Ratings
4 based on 109 reviews
Reviewed By Lisa M
I love Salsas. Each and everyone of my coworker's and friends love Salsas too. Food is always good and quality is consistent. Chips and salsa always taste fresh. For a Mexican restaurant in a small town everything about this restaurant is impressive. Did I mention the prices are very very reasonable? Salsas is my go to....old faithful.
5. Big Larry's
Overall Ratings
4.5 based on 19 reviews
Reviewed By PhillyTraveler - Philadelphia, Pennsylvania
Lean Corned Beef, Swiss Cheese, Sauerkraut topped with Thousand Island Dressing ~Toasted to perfection on Rye Bread ~ comes out hot and melts in your mouth! Lunchtime crowd is both, take out and eat in. Clean, Friendly and Inexpensive! Offers a host of subs, burgers, all beef dogs, sandwiches and salads,(all made fresh to order) along with Smoothies and 32 flavors of Hershey's Ice Cream (for scoops, milkshakes , sundaes). SImple red and white table clothes, order at the counter, then meal brought to your table. Shares the parking lot with the Leonardtown Post Office or park on the street. Looking forward to going back. Enjoy this gem!
6. English Tea Room
Overall Ratings
2.5 based on 3 reviews
Reviewed By 360travelor - Washington DC, District of Columbia
Tried this tea house a couple of times thinking it was just a fleuck that is was so bad. Lived in England for 3 yrs. and had English tea several times a week. This place does not know how to do a proper English tea. The sandwiches were terrible (not true tea sandwiches), scones were awful, tasted like wallpaper dough, hard no true flavor too much soda was used. The tea was served in tea bags with a pot of hot water. The dinning area was pleasant enough. Would never recommend this place to anyone who knew what a true English tea is like. I would go as far as not recommending it to anyone wanting a good lunch.
The only place I have found a true English tea is in Washington DC (HAYES ADAM Hotel) and in Alexandria VA (RITZ CARLTON). Both serve excellent true English tea's but are pricey.
7. Kevin's Corner Kafe
Overall Ratings
4 based on 93 reviews
Reviewed By bigcreek - Maine
First time to Kevin's place and it was on a much anticipated birthday dinner for family. Nice inviting atmosphere inside, while limited parking outside. Nice selection of beer and appetizers. My only issue was the fried food, if the breading is home made then some one did not mix it well. Little to no spice other than too much salt. It was the same for the rockfish oysters and squash. So next time I'll try steamed and pass on the fried. Staff was friendly and service was quick.
8. Olde Town Pub
Overall Ratings
4 based on 52 reviews
Reviewed By Bob F - Maryland
Make no mistake about it, this is busy, loud, crowded place! But, the food is good, the drinks are reasonable and the atmosphere is alive!
We generally go there for Wing Night (every Monday) to enjoy perfectly done chicken wings and a beer. Other menu offerings are mostly good but since we are wings fans, I can't say too much about the rest other than the Turkey Club and Cheese Steak which are both quite tasty..
Be warned, there will be a wait if you go on Monday! This is a small place with a full bar and not much seating. Come to think of it, there is almost always a wait!
Private rooms are available for parties and sports on TV is always available.
9. Bottom of the Hill Tavern
Overall Ratings
4 based on 34 reviews
Reviewed By blues4545 - Baltimore, Maryland
Stopped in for lunch, 10 of us, and the waitress seated us right away. Place was busy but not packed. Wide range of sandwiches to choose from as well as some soups and salads. Several people got the Rueben which was very good. Served on thick toasted rye bread it had plenty of meat, sauerkraught, and cheese. Did have to ask the waitress for more sauce. the waitress did a great job with our group and everyone agreed it was a good stop. Very reasonable prices. Recommend.
10. Ye Olde Towne Cafe
Overall Ratings
4 based on 28 reviews
Reviewed By tania2001 - Maryland
Good breakfast place and great alternative to chain restaurants. Hubby and I visited on a whim and our experience was nice but food was a little slow to come out. Service however was friendly and attentive. Food was yummy. Coffee cup remained full without having to track somebody down - a major pet peeve of mine. We ordered sweet potato pancakes and a vegetable omelette with home fries. Also, ordered eggs and bacon a la carte and both were prepared as requested. The only set back was the home fries which were overly salty and when we mentioned to our server that we would prefer hash-browns because of this, she happily brought some out without a fuss. Kuddos on inviting decor with cute touches here and there. Most importantly, clean atmosphere. Would definitely give this place another try.
