20 Best American Restaurants near Leonardtown

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

“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!“

“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.“

“So friendly and family like atmosphere.“

“The Rex you should bring for concert the outlaw nation nubreed and Jesse Howard lookin them up they are great I love the music go check it out“

“Great food ! Very nice atmosphere. Crab egg rolls and the Steak bites are delicious. Great menu. Looking forward to going back. Top 5 places to eat for sure.“

“Huge THANK YOU for supporting our Staff Appreciation Week. The bagels were so delicious I didn't even get a photo!! Staff loved them!“

“1.5 HOUR DINING LIMIT!!!! Chief's will always be one of our favorites! The food is terrific 100% of the time, year after year. The staff work really hard to make us feel welcome and attend to all food/beverage needs. My one criticism (and everyone I've spoken to feels the same) is the 1.5 hour limit for dining. We don't go out for a leisurely dinner often, so when we do, we like to order appetizers, main courses, desserts and plenty of drinks. When you find yourselves a minute into dessert and a fresh round of drinks, and it's time to pay the $250-$300 check and leave b/c the 1.5 hour limit is up, it's a total bummer! This time, we actually had to pick up our desserts & drinks and find room [for only some of our party] at the bar, so we could finish. If you are going to have a time limit, put a timer on the table. At least that way, when your time is almost up, you can forget about ordering the desserts and last round of drinks. It was too embarrassing to rush to carry the rest of our meal to the bar, just so we could finish what we paid for.“

“Food is great, decent parking, clean inside.

Service is hit or miss. It can be absolutely terrible or the best server in Maryland. If it’s not my table I notice it on other tables. Really depends on the server you get. Whether that’s being served and no utensils, no follow up from the servers just to refill drinks, or even bringing a to go box. Either it’s the constant turnaround of new hires or it’s a management issue directing people’s time correctly, who knows. It’s one of the few breakfast places in the local area and the food is always hot.“

“My favorite thing of the night was our waitress she was perfect! Ashley did a great job at taking care of us and making sure our orders came out correctly. She was nice and always checking in on us. The chef, Val, cooked an incredible meal for me and my wife. It's the best steak I've had in the county in a while. It made me feel like I was at home. All of my food tasted so good and the atmosphere was perfect. The lighting was great and the music wasn't super loud. My wife and I definitely found our favorite steak house now. Thank you for an incredible dining experience. We will be back!“

“My dad's birthday dinner was exceptional in so many ways tonight! Brian deserves a shout out for being a stellar server, and the food was all perfect! Extra thank you to William in the booth beside us. You were so sweet! The world needs more people like the ones we had the pleasure of interacting with tonight.“

“The manager Jill is ABSOLUTELY AMAZING and is the epitome of what a manager should be!! My pizza was cold and the Doordarsh driver forgot a couple items. She immediately asked if I would mind coming up there and getting another shake. I was so appreciative of her professionalism that I went up there and she really made my bad experience a good one!! Please give her a reward or honorable mention!!! My check number was 1010114 on 06/05/25“

“I had the baby crab cake and it was delicious. The side salad was great too. We had a large group and the service was fast. Thank you for doing a great job. I’ll be back.“

“Great food, great staff,and great view. Last time I was there was a busy Saturday night and I was with 5 friends. Our waitress remembered every detail of our order without writing it down. Everyone raved about their food the sirloin steak was the best ever and the She Crab fries were mouthwatering! I'll be back 10/19 to see the Tyler Nichols Band and enjoy another amazing meal with friends.“

“I’ve been coming here for about 5 months and I cannot say enough good things about this place! It’s my home away from home, the staff knows me well and when I walk in it feels like an episode of Cheers.
The food is excellent and the drinks are great! Excited to see what comes next“

“The food gets an A. The service and the atmosphere get a 20 on the 10 scale. If we were local this would be our new Sunday morning spot. The homestylecooking, friendly amazing service, like everyone is family when you walk in. Perfect perfect perfect. Thank you so much to making the last stop of our weekend trip such a memorable one!“

“We don't typically wander out on Sunday mornings but found our way to IHOP on a whim. It was busy as the southern maryland woke up and church goers started to arrive but the serving staff handled it admirably. I'm sure that there's some statistical analysis that went into the size of the "personal coffeepot" you get when you order but I find a pot of coffee that holds enough for one and a half cups plain odd. Staff was on the ball retrieving sweetener and cream. Food was great. Not surprising. It always is. Keep in mind, if you arrive between 9 and 10AM, you're beating the after church rush.“

“Food was good, but the server I had was inattentive. She just gave me my food and said here you go and walked away. I had hoped she would come back so I could get ketchup. I had to ask another server to get it for me. Since I had a burger with a lot of sauce on it I needed napkins to wipe my hands. Once again no sign of my server. I asked another server walking by if she could get me some napkins. She brought me cocktail napkins. Pretty much useless when trying to wipe sauce off your hands! My server finally showed when I was almost finished eating up to ask me if I wanted anything or the bill. A friend of mine said thyey had poor service there as well. Train your servers and may I will come back one day.“

“The food was delicious! I was not able to eat any seafood! my daughter enjoyed it though! However, they had a NICE@ variety of other foods to choose from. I ordered a Turkey wrap ? that was absolutely tasty! & The tater tots were perfectly cooked. ?Sorry that I didn't take a pic of my sandwich........

Vegetarian options: Their ? salads looked delicious & the portions very hardy! ?

Kid-friendliness: There were quite a few children enjoying the food & water view inside & outside of the restaurant.?“

“The waitress was polite and friendly with fast service“