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 Halsey Field House, Macedonia Cemetery, Sycamore Point, White Rocks Marina and Springhouse Run.

Booking.com

Selected and best reviewed properties in Annapolis

Hotel

The DoubleTree by Hilton

Welcome to the Doubletree Hotel Annapolis ideally located minutes from some of the greatest attractions Annapolis Maryland has to offer. The US Naval Academy Maryland State Capital and the historic waterfront district are just three short miles away. The hotel is within easy reach of the .....

Hotel

The Annapolis Waterfront Hotel

7 OUT OF 10 As an older building (probably 40+ years), it has vintage "Holiday Inn" feel. Room accommodations are fine (TV is CRT, not LCD) but the bathroom/dressing area is ho-hum old. Got a good rate on the room through Priceline, but after adding in a $22/day parking plus valet tips and costs for .....
Bed & Breakfast

The Annapolis Royal Folly

The Annapolis Royal Folly bed and breakfast inn awaits to pamper you like royalty in the very heart of the Annapolis Historic District. Just steps from the U.S. Naval Academy, the Maryland State Capitol, and the many shops and restaurants of downtown Annapolis. We have large, bright and private .....

Bed & Breakfast

The Two - O - One Bed & Breakfast

This stylish example of a grand English country house, situated among some of the finest historic homes of Annapolis, lies within a few short blocks of the U.S. Naval Academy, City Dock, and many fine eating establishments. Ample, secure off street guest parking at the rear of the house adds to .....

Hotel

The Hilton Garden Inn

Settle in for a relaxing stay in our new Hilton Garden Inn Annapolis Downtown hotel. You'll enjoy the comforts of home in our convenient downtown location just steps from the Maryland government offices and less than a mile from the Naval Academy and Navy -Marine Corps Memorial Stadium. With two .....

Hotel

The Hilton Garden Inn Annapolis

. The Hilton Garden Inn Annapolis hotel is conveniently located just four miles from the heart of the Annapolis Maryland historic district. Our hotel is walking distance to a number of local office parks government buildings and a short drive to shopping and dining you will be perfectly .....

Bed & Breakfast

The Governor Calvert House

Step back in time for the time of your life. Three Historic Hotels in the heart of Annapolis offer a perfect place to spend the weekend and visit the shops, Historic attractions, and Annapolis waterfront. All of our 124 rooms are furnished in original and reproduction antiques while still offering .....

Bed & Breakfast

The Gatehouse Bed & Breakfast

A bed & breakfast of distinction catering to the discerning traveler and business-person. Located in the heart of the Annapolis historic district, overlooking the US Naval Academy, a short walk from St. John's College, the State Capitol, and the City docks, The Gatehouse of Annapolis is an oasis .....

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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

Lewnes Steakhouse ( Dining / Steak ). Located at 401 4th Street. Fine dining in Annapolis since 1921. www.lewnessteakhouse.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

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

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

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

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 Link

Renamed properties