Elegance extraordinaire for the perfect getaway, vacation or business trip! Experience incomparable luxury, comfort and convenience. Exquisitely decorated historic landmark home of Thomas Jefferson's physician. Perfect historic district location. The living room and dining room are stately salons still crowned with their original ornate gulded rosette crown mouldings. Fireplaces, tapestries, paintings, sculptures and antique furnishing surround you and create a relaxing ambiance of luxury and comfort. Three magnificent rooms have been appointed to anticipte your comfort, lifestyle and privacy, creating an atmosphere of pampering elegance and spaciousness.

Jan. Days of Indulgence: Check in Friday, stay ‘til Sunday eve, $300 all weekend

Experience Chesapeake Bay beachfront lodging at its best!

Waterfront and wonderful. Minutes From Annapolis . . . Miles From The Ordinary!

In the heart of downtown Annapolis, moments from City Dock, dining and the Naval Academy

The Manor House Bed & Breakfast is a 1936 English Tudor home, complimented with perennial gardens and walking paths along the banks of the Wye River. It offers an environment to relax the mind and do outdoors activities.

Black Walnut Point Inn is located at the end of Tilghman Island on 57 acres of a waterfront wildlife sanctuary. Our own six-acre island at the end of the point, you can watch the sunrise over the Choptank River and set over the Chesapeake Bay. Both the 1840s house and private luxury cabins are open year-round, and every accommodation has endless water views and private baths. Enjoy the pool, hot tub, bird watching, fishing or just relaxing with a good book. If you enjoy nature or need a private retreat, come to the Black Walnut Point Inn - the secret place of peace.

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 for the connoisseur of travel. The Gatehouse of Annapolis offers superior hospitality and well-appointed accommodations for those who desire the highest level of personal service, elegant surroundings, unparalleled ambiance, and sumptuous cuisine prepared on the premises with the freshest ingredients available.

Charming turn of the century Victorian-style farmhouse is the ideal location for an entire family, 2-3 couples or 4-6 sporting enthusiasts looking for a pastoral setting, relaxed accommodations, kitchenette, dining and living room. An inviting southern porch complete with rockers.

Located only minutes from the heart of Annapolis, The Taylor House offers pristine, spacious rooms.

The perfect location with on-site parking, king or twin beds, private baths, comfortable seating, good lighting, and in-room cable TV. On the block connecting the historic waterfront and the U.S. Naval Academy in the National Historic District, Flag House Inn offers five guest rooms (including a two-room suite). Splendid interiors are filled with original naval and nautical art and memorabilia, fine paintings, antiques, and reproductions. The large front porch, flying the state or national flags of guests, greets you with swings and teak benches. Enjoy a large, hot breakfast before visiting Flag House’s beautiful and historic neighborhood.

Within the heart of Historic Annapolis stands a timeless treasure: the Annapolis Royal Folly B&B. The Royal Folly, circa 1870, boasts 5 spacious suites, all private and seperate from each other and all with private bath, some with Jacuzzi and/or hot tub. Designed to be an oasis of comfort, Royal Folly coalesces 21st century conveniences with an atmosphere of casual elegance. With bright, spacious rooms, significant charm, and friendly environment, Royal Folly wants guests to feel both privileged and relaxed.

Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING

Woodwind's Boat & Breakfast includes a delightful two-hour sunset sail, overnight stay aboard the 74-foot, wooden Schooner Woodwind and a gourmet breakfast while overlooking the Annapolis Harbor. For $289 (for a couple) including all taxes, you can experience a unique, romantic, and unforgettable overnight stay. The way it works: Enjoy our terrific sunset sail and when we return to the dock, excellent restaurants are steps away for dinner (not included in price). Woodwind will be waiting for you dockside when you're ready to sleep or to socialize with other guests, or the captain and to relax on deck. Breakfast is served around 8:30 am, and checkout is at 9:30 am. Ask about our combo cruises with our special events. Available Saturday nights only from the first Saturday in May through end of September.

Come enjoy a bed and breakfast in the historc district of Annapolis, Maryland.

One of Maryland's historically significant estates, Great Oak Manor sits on twelve acres directly on the Chesapeake Bay just outside of Chestertown in Maryland's Eastern Shore. With large common rooms and beautifully appointed guest rooms, comfortable outside seating areas shaded by majestic Oak and Walnut trees, the Manor affords its guests ample and comfortable areas in which to relax.The Manor will meet your every need with 1,200 ft. of waterfront, a private beach and the most beautiful sunsets on the Eastern Shore.

A beautifully restored Tavern, Reynolds reflects the working nature and the elegance of the 18th Century. It is the oldest tavern in Annapolis and one of the oldest in the U.S. We have 3 guestrooms all en-suite and luxuriously appointed, which offer a unique atmosphere just steps away from the Capital Building. Whatever your tastes the Tavern has something to offer you. Sly Fox Pub & Restaurant in the cellar gives you a flavor of what a pub was like over 250 years ago. We have casual dining and alfresco dining in the courtyard. Reynolds Tea Room has lunch, English afternoon tea and fine dining in the evening. We also offer special packages if you are celebrating a special occasion, or taking a well deserved "break". Ask us about our weekend packages that include Romantic Dinners, Champagne upon arrival - or even an in-room Massage!

swimming pool generous home cooked breakfasts golf in the area waterfront with pier two canoes and two kayaks waterview large front porch coffee stations in each room beautiful gardens wifi Annapolis is a very inviting town and the capital of Maryland. It has many historic homes, art galleries, museums, theaters, antique and craft shops, gardens, St Johns College and the U.S. Naval Academy. Take a tour of the Nations capital; visit Baltimore or Washington which are less than one hour away.

Located in the heart of Annapolis’ Historic District, enjoy an elegant step back in time

Charming and elegant guest house located in trendy neighborhood.

comfort of home, quiet, spacious grounds, water front, sumptuous home cooked breakfast, pet friendly