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Best Restaurants in Annapolis

Will Stein

As a child, Will Stein was moved to a new home and enrolled in a new school every year, as his parents looked to escape debt and inch their way to pro...

As a child, Will Stein was moved to a new home and enrolled in a new school every year, as his parents looked to escape debt and inch their way to pro...

Oct 7 4 minutes read

Annapolis offers not only scenic destinations but also culinary delights and remarkable dining experience. You can never go wrong with the wide array and diverse selection of foods and restaurants in the city! Here are our best-picked restaurants for you!

1. Cooper’s Hawk Winery & Restaurants - Annapolis

Where: 1906 Towne Centre Blvd Annapolis, MD 21401

Coopers Hawk is a lively restaurant that offers an extensive food menu with recommended wine pairings. It is conveniently located at Towne Centre Blvd so parking won't be a big of a problem. Also, there is a bar/wine-tasting room below and the restaurant is located upstairs. 


2. Osteria177

Where: 177 Main St Annapolis, MD 21401 United States

Osteria 177 is an Italian, Greek and Mediterranean themed fine dining restaurant. Situated amongst the historic buildings that lead to the tranquil bay, Osteria 177 is one of Annapolis’ premier dining spots, thriving on the taste and passion that encompasses Italian coastal cuisine. Insider tip, try their best seller calamari for the complete dining experience!


3. Preserve

Where: 164 Main St Annapolis, MD 21401 United States

Preserve is a casual restaurant known for its simplicity which offers a  scrumptious set of meals. The modern cafe interior impresses an inventive yet comforting ambiance to its customers. 


4. Lewnes Steakhouse

Where: 401 4th ST, Annapolis, MD

The finest and most watering steak is just around the corner of 4th St! Lewnes’ Steakhouse holds the distinction of being the first Annapolis restaurant to feature U.S. Prime Steaks. According to the reviews aside from being the most flavorful steak, there is, the generous amount of serving and attentive service is what makes the place a champ for steaks.


5. Fox’s Den American Craft Gastropub

Where: 179B Main St Annapolis, MD 21401 United States

Fox's Den is a great place for drinks, and a bite. The beer selection is great, and they have an extremely wide selection of whiskey/bourbon as well.  Perfect spot to beat the heat in the summer, or have a cosy cocktail on a cold evening.


6. Carrol’s Creek Cafe

Where: 410 Severn Ave Annapolis, MD 21403 United States

Carroll's Creek Cafe is a romantic, cosy restaurant on the water in Annapolis. Carrol’s Creek brings you a new American tradition of dining that is founded in the time-honored heritage of a colonial town rich with seafood, culture, and style.


7. Vin 909

Where: 909 Bay Ridge Ave Annapolis, MD 21403 United States

VIN 909 Winecafé is built on family history and passion for food, wine, and beer. The menu is a widely American selection with many ingredients sourced from local, organic providers with influences and roots from Mediterranean, Californian, and New England cuisines, combined to create the fresh, American cuisine.


8. Reynolds Tavern

Where: 7 Church Cir Annapolis, MD 21401 United States

Whatever your tastes, Reynolds Tavern has something to offer you. Reynolds Tavern serves a full lunch menu, English afternoon tea, and dinner. In the spring, summer and early fall, we offer casual, alfresco dining in our courtyard. The cellar pub in the Tavern’s original kitchen gives you a flavour of the Tavern’s rich history.


9. O’Learys Seafood Restaurant

Where: 310 3rd St
Annapolis, MD 21403
United States

Fresh, well-prepared seafood in the quaint Eastport neighbourhood, O'Learys Seafood Restaurant is a great place for a nice seafood dinner in Annapolis. Insider tip, try their best seller mussles!


10. Les Folies Brasserie

Where:  2552 Riva Rd Annapolis, MD 21401 United States

Les Folies Brasserie brings the authentic Paris dining experience right here in Annapolis. The inside is gorgeously designed, and the atmosphere is warm and romantic. 


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