Inn of the Month
Diamond Collection
The Wayside Inn Bed & Breakfast
Ellicott City, MD (24 miles from Annapolis)
Hundreds of past guests agree: "This is the best Bed and Breakfast we have ever stayed in!"
Meadow Gardens Bed and Breakfast
Annapolis, MD
With a stay at Meadow Gardens Bed and Breakfast in Annapolis, you'll be within a 15-minute drive ...
Annapolis, MD
Flag House Inn
Annapolis, MD
With a stay at Flag House Inn in Annapolis, you'll be within a 15-minute drive of U.S. Naval Acad...
Annapolis, MD
Scotlaur Inn Bed & Breakfast
Annapolis, MD
With a stay at Scotlaur Inn Bed & Breakfast in Annapolis, you'll be near the bay, within a 10-min...
Laurel Grove Inn on the South River
Annapolis, MD
Located in Annapolis, Laurel Grove Inn on the South River is on a river, within a 15-minute drive...
The Annapolis Inn
Annapolis, MD
With a stay at The Annapolis Inn in Annapolis, you'll be minutes from Annapolis City Dock and U.S...
Annapolis, MD
Chez Amis Bed and Breakfast Inn
Annapolis, MD
Located in Annapolis, Chez Amis Bed and Breakfast Inn is minutes from William Paca House and Anna...
Annapolis, MD
Ivy Mansion at Dupont Circle
Washington, (27 miles from Annapolis)
With a stay at Ivy Mansion at Dupont Circle, you'll be centrally located in Washington, within a ...
Washington, (27 miles from Annapolis)
Found Places Capitol Hill Bed & Breakfast
Washington, (25 miles from Annapolis)
With a stay at Found Places Capitol Hill Bed & Breakfast, you'll be centrally located in Washingt...
Swann House Historic Dupont Circle Inn
Washington, (27 miles from Annapolis)
With a stay at Swann House Historic Dupont Circle Inn, you'll be centrally located in Washington,...
The Georgetown House
Washington, (28 miles from Annapolis)
Located in Washington (Georgetown), The Georgetown House is within a 10-minute drive of Kennedy C...
Birdhouse Bed and Breakfast
Washington, (26 miles from Annapolis)
With a stay at Birdhouse Bed and Breakfast in Washington (Northwest), you'll be a 5-minute drive ...
Washington, (26 miles from Annapolis)
Asante Sana Inn
Washington, (26 miles from Annapolis)
Located in Washington (Columbia Heights), Asante Sana Inn is within a 10-minute drive of Smithson...
Tabard Inn
Washington, (27 miles from Annapolis)
With a stay at Tabard Inn in Washington (Dupont Circle), you'll be a 4-minute drive from Dupont C...
Woodley Park Guest House
Washington, (28 miles from Annapolis)
A stay at Woodley Park Guest House places you in the heart of Washington, a 2-minute drive from E...
Washington, (28 miles from Annapolis)
Malolo Bed and Breakfast
Washington, (22 miles from Annapolis)
With a stay at Malolo Bed and Breakfast in Washington, you'll be within a 15-minute drive of FedE...
American Guest House
Washington, (27 miles from Annapolis)
A stay at American Guest House places you in the heart of Washington, within a 15-minute drive of...
Embassy Circle Guest House
Washington, (28 miles from Annapolis)
Located in Washington (Dupont Circle), Embassy Circle Guest House is within a 5-minute drive of D...
Adam's Inn
Washington, (27 miles from Annapolis)
With a stay at Adam's Inn , you'll be centrally located in Washington, a 4-minute drive from Smit...
Carriage Guest House
Silver Spring, MD (24 miles from Annapolis)
With a stay at Carriage Guest House, you'll be centrally located in Silver Spring, within a 15-mi...
Silver Spring, MD (24 miles from Annapolis)
Eden Park Guest House
Takoma Park, MD (25 miles from Annapolis)
With a stay at Eden Park Guest House in Takoma Park, you'll be within a 15-minute drive of Walter...
The Wayside Inn Bed & Breakfast
Ellicott City, MD (24 miles from Annapolis)
With a stay at The Wayside Inn Bed & Breakfast in Ellicott City, you'll be near the airport, with...
Wilson House Bed & Breakfast
Baltimore, MD (24 miles from Annapolis)
Located in Baltimore (Downtown Baltimore), Wilson House Bed & Breakfast is within a 10-minute dri...
Houseboat Scorpius by SleepAfloat
Baltimore, MD (21 miles from Annapolis)
With a stay at this houseboat in Baltimore (Fells Point), you'll be a 1-minute drive from Inner H...
Rachael's Dowry Bed and Breakfast
Baltimore, MD (22 miles from Annapolis)
With a stay at Rachael's Dowry Bed and Breakfast in Baltimore (Downtown Baltimore), you'll be wit...
1840s Carrollton Inn
Baltimore, MD (22 miles from Annapolis)
With a stay at 1840s Carrollton Inn in Baltimore (Downtown Baltimore), you'll be a 3-minute drive...
Bold and beautiful
Baltimore, MD (26 miles from Annapolis)
With a stay at Bold and beautiful in Baltimore, you'll be close to Morgan State University and Jo...
Baltimore, MD (26 miles from Annapolis)
Inn at 2920
Baltimore, MD (21 miles from Annapolis)
With a stay at Inn at 2920, you'll be centrally located in Baltimore, within a 15-minute drive of...
BlancNoir Bed & Breakfast
Baltimore, MD (22 miles from Annapolis)
With a stay at BlancNoir Bed & Breakfast in Baltimore (Little Italy), you'll be within a 5-minute...
Baltimore, MD (22 miles from Annapolis)
Miles River Guest House
Easton, MD (25 miles from Annapolis)
Located in Easton, Miles River Guest House is on a river, within a 10-minute drive of Avalon Thea...
The Oaks Waterfront Inn
Easton, MD (24 miles from Annapolis)
Located in Easton, The Oaks Waterfront Inn is on the waterfront, within a 10-minute drive of St. ...
Bartlett Pear Inn
Easton, MD (28 miles from Annapolis)
Located in Easton, Bartlett Pear Inn is within a 5-minute drive of Academy Art Museum and Talbot ...
Inn at 202 Dover
Easton, MD (28 miles from Annapolis)
Located in Easton, Inn at 202 Dover is within a 5-minute drive of Avalon Theatre and Talbot Count...
Hummingbird Inn
Easton, MD (28 miles from Annapolis)
When you stay at Hummingbird Inn in Easton, you'll be in the historical district, within a 5-minu...
John L Stam House
Chestertown, MD (29 miles from Annapolis)
When you stay at John L Stam House in Chestertown, you'll be within a 5-minute drive of Washingto...
Inn at Mitchell House
Chestertown, MD (23 miles from Annapolis)
With a stay at Inn at Mitchell House in Chestertown, you'll be near the beach, and 11 mi (17.7 km...
Great Oak Manor
Chestertown, MD (27 miles from Annapolis)
With a stay at Great Oak Manor in Chestertown, you'll be next to a golf course, and 9.1 mi (14.6 ...
The Oxford Inn
Oxford, MD (27 miles from Annapolis)
Located in Oxford, The Oxford Inn is on a river, within a 15-minute drive of Oxford Museum and Th...
Oxford, MD (27 miles from Annapolis)
Sandaway Suites & Beach
Oxford, MD (27 miles from Annapolis)
With a stay at Sandaway Suites & Beach in Oxford, you'll be 0.3 mi (0.5 km) from Oxford Museum an...
Inn at Huntingfield Creek
Rock Hall, MD (18 miles from Annapolis)
When you stay at Inn at Huntingfield Creek in Rock Hall, you'll be on the waterfront and 6 minute...
Inn at Haven Harbour
Rock Hall, MD (19 miles from Annapolis)
When you stay at Inn at Haven Harbour in Rock Hall, you'll be on the waterfront and within a 5-mi...
George Brooks House B&B
St Michaels, MD (20 miles from Annapolis)
Located in St. Michaels, George Brooks House B&B is within a 5-minute drive of St. Michaels Winer...
Parsonage Inn
St Michaels, MD (20 miles from Annapolis)
Located in St. Michaels, Parsonage Inn is within a 5-minute drive of St. Michaels Winery and Ches...
St Michaels, MD (20 miles from Annapolis)
Lowes Wharf Marina Inn
Sherwood, MD (18 miles from Annapolis)
Located in Sherwood, Lowes Wharf Marina Inn is by the ocean, within a 10-minute drive of Tilghman...
Black Walnut Point Inn
Tilghman, MD (23 miles from Annapolis)
Located in Tilghman, Black Walnut Point Inn is by the sea, within a 15-minute drive of Tilghman W...
Tilghman, MD (23 miles from Annapolis)
Lazyjack Inn on Dogwood Harbor
Tilghman, MD (20 miles from Annapolis)
Located in Tilghman, Lazyjack Inn on Dogwood Harbor is on the waterfront, within a 5-minute drive...
Peaches and Dreams Bed and Breakfast
Cordova, MD (26 miles from Annapolis)
Located in Cordova, Peaches and Dreams Bed and Breakfast is in a rural location, within a 15-minu...
Cordova, MD (26 miles from Annapolis)
The House of CROY
Alexandria, VA (30 miles from Annapolis)
With a stay at The House of CROY in Alexandria, you'll be close to Birchmere and Fashion Center a...
Alexandria, VA (30 miles from Annapolis)
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