Places to stay in Annapolis, Maryland

We currently have 54 accommodations in and around Annapolis. There are also other regional listings available for Motor Inns, RV parks, Hotels and other properties. You can filter these listings by the available types.

You'll discover a treasure trove of historic attractions in Annapolis, an 18th-century seaport town where Colonial-era buildings abound. Annapolis is proud to boast more existing 18th century buildings than any other city in the country! If you are visiting during the USNA’s academic year, experience the awesome sight of 4,000 midshipmen in formation at the U.S. Naval Academy as you stroll this beautiful National Historic Landmark campus. And, if you're a water and nature lover, discover a way of life indelibly linked to the Bay by exploring our 500 miles of magnificent shoreline and historic Chesapeake Bay light houses. Places to eat in the region include Annapolis Ice Cream Company, Joss Cafe & Sushi Bar, Piccola Roma, and Cafe Normandie.

If you are travelling in the area, Annapolis is located close to Long Point Marsh, Spit Point, Mezick Ponds, Peartree House Assisted Living Center and Lake Waterford Dam.

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Things to see and do, places to eat in Annapolis

Photograph of Severn Inn, Annapolis
Severn Inn

Carpaccio Tuscan Kitchen & Wine Bar ( Dining / Other ). Experience downtown Annapolis on our fountain view patio and comfortably enjoy observing the passersby. Whether you’re meeting a friend for an appetizer and glass of wine or celebrating a family or corporate event, Carpaccio Tuscan Kitchen & Wine Bar combines flavour, service, authenticity, ambiance & style to bring you all the best that Italy has to offer. www.carpacciotuscankitchen.com Link

Paul's Homewood Café ( Dining / Other ). Located at 919 West Street. Enjoy your dinner with a selection of our intriguing list of wines that are taste-tested and carefully chosen to pair with the menu entrees. We’re proud of our wine-knowledgeable staff and Zagat restaurant rating. Experience Paul’s Homewood Café and discover why hundreds of loyal patrons return to Paul’s again and again. paulshomewoodcafe.com Link

India's ( Dining / Indian ). Located at 257 West Street. Offering a unique luncheon and dining experience for locals and visitors alike. The best of traditional Indian dining is complemented with new Indian dishes to add innovation for those who love fine dining. It is our pleasure to extend our hospitality and service to those who would like to experience fine Indian cuisine. We hope your visit to our restaurant will give you a glimpse of India and its rich cultures. indiasofannapolis.com Link

Chart House Restaurant - Annapolis ( Dining / Steak ). Located at 300 Second Street. For more than 50 years, Chart House seafood restaurant has redefined the ideal dining experience. With 26 waterfront restaurants and showcase locations ranging from the historic to the unforgettable, Chart House specializes in dazzling views, unique cuisine and exceptional service. From fresh fish specialties, succulent steaks and slow-roasted prime rib, the renowned chefs of Chart House have tailored a menu that adds a unique touch to local flavors. www.chart-house.com Link

49 West Coffeehouse ( Dining / Coffee shop / Tea ). Located at 49 West Street. Breakfast, lunch, and dinner are served daily. Our bar offers an intriguing selection of beer, wine, spirits, and cocktails. Delectable desserts, baked goods (we make ’em!), and a full array of coffee confections–made with locally roasted, fresh coffee beans–are sure to please every palate. 49westcoffeehouse.com Link

O'brien's Oyster Bar & Restaurant ( Dining / Seafood ). Located at 113 Main Street. O'Brien's Steakhouse O'Brien's Steakhouse in Annapolis, Maryland is a historical and distinguished dining venue that offers the best food, the best entertainment, and the best prices. While placing emphasis on Chesapeake Cuisine, guests don't leave disappointed thanks to our unique approach to Annapolis Hospitality. obriensoysterbar.com Link

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