15 Best Bars near Leonardtown

Sweetbay Restaurant & Bar Bar • $$$
22680 Washington Street, Leonardtown

Customers` Favorites

Pan Roasted Duck Breast
Blanton's Old Fashioned
Sweet and Spicy Shrimp
Sweetbay Duck Breast
Chef Marcel's Paella
Buffalo Cauliflower
Shrimp \u0026 Grits
Pan Seared Scallops
Oysters Rockefeller
Chocolate Mousse

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

4.4 Superb468 Reviews
The Rex Bar • $
22695 Washington Street, Leonardtown

Customers` Favorites

Reuben Sandwich and Fries
Turkey Bacon Avocado Club
Chicken Tenders Kids
Jumbo Kings Wings
Side House Salad
Chicken Wings
Birria Tacos
Rex Burger
Fish Tacos
Chips

“Absolutely love the concerts and events being held. Adding to the charm of the historic district.“

3.9 Good196 Reviews
The Front Porch Southern • $$
22770 Washington Street, Leonardtown

Customers` Favorites

Cranberry Walnut Salad with Honey Maple Glazed Salmon
Fried Green Tomatoes & Boursin Cheese
The Famous Front Porch Salad
Mary's County Fried Oy
Chicken and Waffles
Crab Cake Sandwich
Crab Dip Superb
Brussels Sprouts
Scallop Risotto
Bread Pudding

“We have been a weekly regular at the Front Porch for some time now. We have always had good food and good service. The place has changed ownership in the last year which is fine. There's always growing pains just like any other business. But we have noticed major changes in the menu. Like everyone else we have enjoyed many items on the menu and have, or I should say had our favorites. We visited again today like we always do and was disappointed to see the latest menu changes. Most everything we have enjoyed and looked forward to having has since been taken off the menu. It started changing last year when the new owners took over. Little by little things have been removed that we liked. The new menu is a fraction of what was available in the past. Its nice to add new things to the menu, but without removing favorites. Not sure how we feel about committing our weekly outing in the future for food that is not our first choice. We don't want to go to a place and eat, just because thats all they have. Just saying.“

4.1 Good606 Reviews
Potomac Gardens Bar •
20254 Colton Point Road, Coltons Point - 7.85 miles

“Loved the menu, great.“

4.9 Superb36 Reviews
Abell's Tavern BAR & Liquor Store Bar • $
20281 Piney Point Road, Callaway - 7.86 miles

“Abell's Tavern is hands down one of the best beer and liquor spots in Callaway, Maryland. The service is excellent and the staff is incredibly friendly and welcoming every single time. They’re knowledgeable, helpful, and always ready with a smile, whether you’re stopping in for something quick or looking for a recommendation. The selection is solid, the atmosphere is relaxed, and it truly feels like a neighborhood place that values its customers. Abell's Tavern is a local gem and absolutely deserves the praise. Highly recommend stopping by!“

4.7 Superb27 Reviews
Toots Bar Bar • $$
23971 Mervell Dean Road, Hollywood - 5.29 miles

“Good luck, Greg Reynolds — I’ll definitely be recommending you to all my friends.“

4.6 Superb28 Reviews
ABC Lounge Cocktail Bar • $
22741 Three Notch Road, California - 7.62 miles

“Nestled in the heart of California, Maryland on Three Notch Road is ABC Liquors and Lounge — an absolute gem that radiates charm, energy, and a good ol' friendly vibe that makes you feel right at home the moment you walk through the door. This place is the epitome of what a local watering hole should be — inviting, lively, and always ready to serve up a great time.

Step inside, and you're immediately greeted by an ambiance that perfectly balances laid-back comfort with a lively buzz. The decor may be simple, but it's the kind of place where the walls whisper stories of countless good times. The moderate noise level creates a perfect backdrop for both spirited conversations and quiet musings over a frosty mug.

The service at ABC is top-notch. The tall barman, Jimmy, is nothing short of superb. He’s got a knack for making you feel like a regular, even if it’s your first visit. Whether you’re unsure of what to order or looking for something specific, the staff here go out of their way to ensure you have everything you need for an enjoyable experience. They’re knowledgeable, attentive, and always up for a chat.

Let’s talk drinks — ABC does not disappoint. The beer selection is fantastic, featuring both local brews and popular favorites. And if you’re a bourbon enthusiast like me, you’ll be thrilled with their fair pricing and the occasional hard-to-find bottle. Whether you’re filling a growler or savoring a craft beer, the prices are refreshingly reasonable.

The live music lineup is one of ABC’s standout features. There’s nothing quite like enjoying a cold drink while listening to some good tunes. The music scene here is vibrant and diverse, catering to a wide range of tastes. It’s the perfect spot to let loose, dance, and make some unforgettable memories with friends.

One of the best things about ABC is its strong sense of community. It’s a place where locals gather, stories are shared, and new friendships are forged. The friendly patrons and the welcoming environment make it easy to strike up a conversation with just about anyone. Whether you’re new in town or a long-time resident, you’ll find yourself fitting right in.

ABC Liquors and Lounge is more than just a bar — it’s an experience. From the moment you step in, you’re treated to exceptional service, a fantastic drink selection, and a lively atmosphere that promises a good time. It’s the kind of place where you can unwind after a long day, celebrate life’s moments, or simply enjoy the company of friends.

In a world of overpriced and impersonal bars, ABC stands out as a refreshing and genuine local treasure. I can’t recommend this place enough. Whether you’re looking to get blackout drunk with friends or just enjoy a few casual drinks, ABC is the place to be.

So, if you find yourself in Southern Maryland, do yourself a favor and head over to ABC Liquors and Lounge. You won’t be disappointed. Cheers to great drinks, amazing music, and unforgettable nights at ABC! ?✨“

4.5 Superb30 Reviews
Hill's Store Bar & Grille Bar • $
29933 Point Lookout Road, Helen - 7.98 miles

Customers` Favorites

Mozzarella Sticks
Cheeseburger
Onion Rings
Buffalo Wing
Tator Tots
Fries
Steak

“Great food, friendly bartender and fast service. 🥰“

4.5 Superb23 Reviews
Coles Point Tavern Bar • $$
850 Salisbury Park Road, Hague - 9.58 miles

Customers` Favorites

Crab Cake Sandwich 1 4 Pound
Southwest Chicken Sandwich
Sweet Potato Fries Waffle
Loaded Hand Cut Fries
Fish N Chips 3 Strips
Chicken Cheese Steak
Cream Cheese Poppers
Fried Rockfish Bites
Chesapeake Bay Fries
Tavern Cheese Steak

“The absolute best service by our waitress, who catered to our every need! Great conversation with the owner, Annie, It’s so nice to meet the people behind the scenes!
Food came out in amazing time and had a great experience sitting at a high top table in the bar area!! Here’s a few pictures of our delicious flounder sub, Shrimp and scallop skewers special. The delicious crab dip was not in any of our photos because we ate it before we could take a picture!“

4.4 Superb94 Reviews
Hole In The Wall Bar • $
24702 Three Notch Road, Hollywood - 5.25 miles

“Great place. Chill vibe. This is the place where you want to meet people for league games like darts or cornhole. Excellent rotation of IPAs and local beers. Josh and Sabrina are wicked friendly and make anyone feel welcome. They have done an excellent job with renovations to the inside.“

4 Good5 Reviews
WJ Dent & Sons/Chief's Your Neighborhood Bar American • $$
44584 Tall Timbers Road, Tall Timbers - 10.29 miles

Customers` Favorites

Fried Seafood Platter
Stuffed Ham Sandwich
Stuffed Ham Eggrolls
Oysters Rockefeller
Philly Cheese Steak
Crab Cake Sandwich
Steamed Shrimp
Club Sandwich
Cheese Pizza
Hush Puppies

“Had a great meal at WJ Dent & Sons / Chief’s Your Neighborhood Bar. The cream of crab soup was definitely the highlight for me—full of flavor and easily one of the better cream of crab soups I’ve had. The catfish dinner was also really good, cooked just right and had great flavor.

Overall, everything was fresh, portions were good, and it was a nice place to sit down and enjoy a meal. Definitely worth stopping in if you’re in the area. I’ll definitely be back!“

4.7 Superb85 Reviews
Anderson's Bar Bar & Grill • $
23945 Colton Point Road, Clements - 5.55 miles

“andersons is like a second home to me. everyone there from the DJ to the bartender to the regulars are like family to me. its such a cozy spot and the karaoke on fridays are my FAVORITE!!! this place is the BEST weekend spot in SOMD if youre looking for a closeknit and welcoming bar!“

4.7 Superb59 Reviews
ABC Liquor Store Bars • $
22741 Three Notch Rd #6, California - 7.62 miles

“They had Zing Zang Bloody Mary Mix and several others some spicy some not. I love stopping here for my liquor, mixers and beer. Obviously they had my Vodka. There selection for the Bloody Mary Mixes was great.. I will go stoo here next time we are in town. They had beer and liquor and other mixers for drinks as well as lottery and ice“

4.6 Superb43 Reviews
Back Road Inn Bar • $
22094 Newtowne Neck Road, Compton - 3.31 miles

“Friendly atmosphere, col beer, full oysters.“

3.3 Good12 Reviews
The Brass Tap Bar • $$
44940 Saint Andrews Church Rd A, California - 6.13 miles

Customers` Favorites

Brisket Grilled Cheese with Tots
All American Pub Burger 6oz
Korean BBQ Pork Nachos
2 Blackened Cod Tacos
2 Flights of Beer
Pepperoni Pizza
Chicken Nachos
Chicken Wings
Cheese Curds
Wing Basket

“Staff and patrons were friendly. Our waitress Grace took care of us. The food was excellent. Prices were reasonable. We drank a local IPA they had on tap. It was nothing fancy. Everything we tried was good: sweet Heat BBQ Bacon Burger, Coleslaw, Tater Tots, Trio Chips while it seems like a local's place, they are welcoming to tourists, too. Choose your spot - the bar, inside tables, or outside seating. The décor is rustic, comfortable & welcoming. Don't miss it!“

4.1 Good148 Reviews

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