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 Carr Point, Waterbury Recreation Area, Hardestys Cove, The Mess and Tar Cove Heliport.

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Things to see and do, places to eat in Annapolis

Photograph of O'brien's Oyster Bar & Restaurant, Annapolis
O'brien's Oyster Bar & Restaurant

Canton Restaurant ( Dining / Other ). Located at 11 Ridgely Avenue. For your mid-day lunch break feel free to stop by for our bargain priced lunch buffet, Monday through Friday from 11 a.m. to 2 p.m. Or, if you prefer, try one of our lunch or dinner specials from our full menu. If you're in need of catering or just don't feel like leaving the comforts of your home, just call! We offer delivery around most of Annapolis with a minimum purchase order of $20. www.thecantononline.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

Sin Fronteras Café ( Dining / Other ). Located at 2129 Forest Drive. Sin Fronteras Cafe is a Mexican-Latin American restaurant located in Annapolis and Glen Burnie, Maryland. We specialize in serving authentic Mexican and Latin American cuisine with a Miami flare! Our recipes were inspired by authentic food we enjoyed in Latin America and Mexico and our margaritas are considered the best in town! www.sinfronterascafe.com Link

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

Harry Browne's ( Dining / Other ). Located at 66 State Circle. Located directly across from the Maryland State House in Historic Annapolis, Harry Browne’s Restaurant invites you to experience fine dining and award-winning cuisine in an elegant setting. Accessed by a spiral staircase leading beneath the Grill Room, the Wine Cellar Club is a very unique private setting for members to enjoy with their friends and special guests. www.harrybrownes.com Link

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 Link

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