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 Fresh Pond, Jacobs Point, Pasadena Elementary School, Circle Theatre and Naval Academy Chapel.

Booking.com

Selected and best reviewed properties in Annapolis

Hotel

The Courtyard

9 OUT OF 10 Hotel is in a great location. Close enough to downtown Annapolis, but still in a peaceful setting with no traffic. The room had 2 full size beds and room on the floor for a queen size air mattress. Large flat screen T.V. One drawback is that the hotel staff informed us that there was no .....
Hotel

The Annapolis Waterfront Hotel

9 OUT OF 10 Enjoyed the hotel on the water located downtown. Did not like the valet parking or the additional expense. Did not find the front desk to be super friendly. Our room was located next to the washer and dryer room and it was not quiet. Did not complain due to the reasonable room rate but if I had .....
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 .....

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 Buddy's Crabs & Ribs, Annapolis
Buddy's Crabs & Ribs

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

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

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

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

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

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

Renamed properties