Lots of Choices

Check out pubs, lunch counters, and fine dining around the square.

Lots of Choices

Check out pubs, lunch counters, and fine dining around the square.

Lots of Choices

Check out pubs, lunch counters, and fine dining around the square.

Lots of Choices

Check out pubs, lunch counters, and fine dining around the square.

Leonardtown Dining

Leonardtown and the surrounding area offer lots of dining choices. The town’s feel is relaxed and friendly and that’s what you’ll find when you stop in to dine. 

Visitor Favorite

BTB Coffee Bar & Speakeasy

41658 Fenwick Street, Leonardtown, MD 20650

38.29115 -76.63484

(301) 475-2400

Coffee shop by day, speakeasy by night, BTB Coffee Bar is a fixture in Historic Leonardtown. The coffee shop features exceptional breakfast, lunch, and beverage options, while…

Coffee, Bakery & Ice Cream | Leonardtown Dining | Pubs & Bars

Visitor Favorite

Fitzies Restaurant and Pub

21540 Joe Hazel Road, Leonardtown, MD 20650

38.25951 -76.69485

(301) 475-1913

Crabcakes, burgers, American cuisine. Outdoor dining, tiki bar and beach. Boat arrival. Full service bar.

American Cuisine | Leonardtown Dining | Pubs & Bars | Seafood & Waterside Dining | Seafood | Waterside

Visitor Favorite

The Front Porch

22770 Washington Street , Leonardtown, MD 20650

38.29243 -76.63545

(301) 997-1009

The restaurant takes its name from the gracious front porch of the historic Sterling House in which it is located. The porch is available for dining…

American Cuisine | Leonardtown Dining | Pubs & Bars

Visitor Favorite

Kevins Corner Kafe Seafood House

24509 Point Lookout Road, Leonardtown, MD 20650

38.28398 -76.61808

(301) 997-1260

From Rockfish to Hard Crabs and Oysters to Gumbo, Kevin's has everything you crave served up hot, fresh and fast. Kevin's always has your seafood fix.

American Cuisine | Leonardtown Dining | Seafood & Waterside Dining | Seafood

Visitor Favorite

Olde Town Pub

22785 Washington Street, Leonardtown, MD 20650

38.29287 -76.63564

(301) 475-8184

Downtown pub in Leonardtown. Giant 60-inch plasma T.V. for game viewing. Fourteen beers on tap, mixed drinks using only premium spirits, and popular wines. Appetizers and…

American Cuisine | Leonardtown Dining | Pubs & Bars

Visitor Favorite

The Rex

22695 Washington Street, Leonardtown, MD 20650

38.2908 -76.63658

(301) 475-1512

The Rex (a trendy, local favorite) specializes in high-quality, fresh seasonal fare, with daily specials that are sure to impress your taste buds. In the evening,…

American Cuisine | Leonardtown Dining | Pubs & Bars

Big Larry’s Comic Book Cafe

22745 Washington Street, Leonardtown, MD 20650

38.29216 -76.63591

(301) 475-1860

Big Larry's is an uncanny combination of hobby goods and food service. Shopping: Hobbie & comic book store that offers current comic books, collected trades, rocket…

Delis, Bistros & Carryout | Leonardtown Dining

Bottom of the Hill Restaurant & Tavern

40874 Merchants Lane, Leonardtown, MD 20650

38.30691 -76.66202

Bar and grill serving American cuisine. 

American Cuisine | Leonardtown Dining | Pubs & Bars

Crab Knockers Seafood

40955 Merchants Lane, Leonardtown, MD 20650

38.30449 -76.66094

(301) 475-2722

Local seafood, crabs & more.

Leonardtown Dining | Seafood & Waterside Dining | Seafood

Guenther’s Bistro, Fine Wine & Spirits

25470 Point Lookout Road, Leonardtown, MD 20650

38.29958 -76.63826

(301) 475-8989

Guenther's Fine Wine & Spirits has expanded with the addition of Guenther's Bistro. Enjoy a glass of wine or a pint of beer and unwind. Daily…

Delis, Bistros & Carryout | Leonardtown Dining

Happy Dragon Chinese

40955 Merchants Lane, Leonardtown, MD 20650

38.30449 -76.66094

(301) 475-9695

Chinese food buffet restaurant.

Leonardtown Dining | International

Hong Kong Buffet

40865 Merchants Lane, Leonardtown, MD 20650

38.30586 -76.66294

(301) 475-8608

Chinese food buffet restaurant.

Leonardtown Dining | International

Jessie’s Kitchen

22845 Washington Street, Leonardtown, MD 20650

38.29579 -76.63634

(301) 997-0888

American-Asian fusion family restaurant.

American Cuisine | Leonardtown Dining | International

Ledo Pizza (Leonardtown)

25460 Point Lookout Road, Leonardtown, MD 20620

38.29897 -76.63893

(301) 475-9280

Pizza chain known for its square pizza, subs, sandwiches, and other related menu items.

American Cuisine | Pizza, BBQ & Wings | Fast Casual & Fast Food | Leonardtown Dining

Leonardtown Grille

25470 Point Lookout Road, Leonardtown, MD 20650

38.29934 -76.63776

(301) 690-2105

Wide variety of traditional American favoriites for lunch and dinner. Sandwiches, steaks, seafood platters. Casual atmosphere. Bar.

American Cuisine | Leonardtown Dining

Oga’s Asian Cuisine

22475 Washington Street, Leonardtown, MD 20650

38.28840 -76.63702

(301) 475-0188

Family owned and operated. Chinese and Japanese cuisine in downtown Leonardtown. Extensive menu of Asian favorites along with fresh sushi prepared by chef Peter Zeng at…

Leonardtown Dining | International

Salsa’s Mexican Café

25470 Point Lookout Road, Unit A, Leonardtown, MD 20650

38.29946 -76.63843

(301) 997-0442

Full menu of tradtitional Mexican fare: tacos, enchilladas, fajitas, quesadillas, with a reputation for quick and friendly service.

Leonardtown Dining | International

Urban Bar-B-Que

22845 Washington Street, Leonardtown, MD 20650

38.30201 -76.6511

(240) 309-4098

Casual chain restaurant featuring BBQ and homestyle foods. 

Pizza, BBQ & Wings | Leonardtown Dining