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 Heritage Baptist Church, Blackhole Creek, Free Town School (historical), Christ Episcopal Church and Camp Jalal.

Booking.com

Selected and best reviewed properties in Annapolis

Hotel

The Annapolis Waterfront Hotel

7 OUT OF 10 This is a very nice hotel in the best location in Annapolis. The room was very nice, with a great television and wonderful bath and body works amenities. I do hate it when you pay to stay in an upscale hotel and they charge you for internet use. Also, our room was on the third floor with huge air .....
Motel

The Maryland Inn

10 OUT OF 10 From the moment we arrived we felt right at home. Our room was beautifully decorated and well appointed. The staff were very friendly and eager to assist us in any way possible. The Inn is located on State Circle in the heart of Annapolis and is within walking distance to numerous shops, .....
Photograph of Red Roof Inn, Annapolis
Hotel

The Red Roof Inn

Red Roof Inn Annapolis keeps you close to your next flight out of the Baltimore-Washington International Thurgood Marshall Airport. Youre only miles away from the shops in downtown Annapolis, the rides at Six Flags America, the live shows at Maryland Live Casino and the boats at the Annapolis Boat .....

Photograph of Inn at Horn Point, Annapolis
Bed & Breakfast

The Inn at Horn Point

We are conveniently located in the village of Eastport, an historic section of Annapolis. With on-site parking, most of the attractions, restaurants and nightlife that make the area an exciting destination are just a short stroll away. A water taxi stand is also a favored option, and you will find .....

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Things to see and do, places to eat in Annapolis

Photograph of Severn Inn, Annapolis
Severn Inn

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

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

West End Grill ( Dining / Other ). Located at 2049 West Street. West End is a sports bar restaurant that’s locally operated and independently owned. Several staff members and managers have been there for over 20 years. The culture of exceptional hospitality makes West End a favorite for locals and a warm welcoming place for visitors from all over. Enjoy the comfortable atmosphere without the corporate formalities and their sometimes robotic service routines. You’ll find that your custom requests are greeted with enthusiasm and an eagerness to fulfill your wishes. Whether you sit in one of the quieter restaurant sections or in the bar area you will receive the same full service. www.westendgrillannapolis.com Link

Severn Inn ( Dining / Seafood ). Located at 1993 Baltimore Annapolis Boulevard. The Severn Inn is waterfront dining at its best, located at the eastern side of the Naval Academy Bridge with spectacular views of the Naval Academy as the backdrop for breathtaking sunsets. Our goal is to provide exceptional food, in a friendly, fun and casual atmosphere, where the customer is king. Here at the Severn Inn it is our ambition to offer our guests a dining experience that exceeds their expectation. In addition, we strive to offer diverse selections, using the freshest ingredients available at reasonable prices. www.severninn.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

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

Renamed properties