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 Saefern Recreation Lake Dam, Union of Herald Harbor Presbyterian Church, Brewer Pond, Hartings Ponds and Lake Ruth.
Available accommodation types
Selected and best reviewed properties in Annapolis
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Things to see and do, places to eat in Annapolis
Buddy's Crabs & Ribs ( Dining / Seafood ). Located at 100 Main Street. Buddy’s Crabs & Ribs is a family-owned and operated restaurant.
We are located in the heart of the beautiful, historic district of Annapolis, and also have ample seating overlooking the breathtaking Annapolis Harbor.
www.buddysonline.com 
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
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
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
Chick & Ruth's Delly ( Dining / Deli ). Located at 165 Main Street. Our menu has something for everyone, from creamed chipped beef on toast to personal pizza or jumbo lump crab cakes. All pies and breads are made fresh everyday on the premises. No mixes, no preservatives, all handmade.
www.chickandruths.com
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
Renamed properties
- Sonesta ES Suites at 170 Admiral Cochrane Drive may have been previously known as Residence Inn
- Crowne Plaza at 173 Jennifer Road may have been previously known as Sheraton Barcelo Annapolis
- Graduate by Hilton at 126 West Street may have been previously known as Loews Annapolis Hotel or Hotel Annapolis
- Holiday Inn Express at 2451 Riva Road may have been previously known as Days Inn
- Rodeway Inn at 74 Old Mill Bottom Road North may have been previously known as Super 8
- Hilton Garden Inn at 174 West Street may have been previously known as The O Callaghan Annapolis Hotel