Inn of the Month
Diamond Collection
Gibson's Lodgings Historic Inn
Annapolis, MD
Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING
Chez Amis B&B Inn
Annapolis, MD
Come share a day, weekend or week with us and enjoy the state capitol of Maryland and all it has ...
The Annapolis Inn
Annapolis, MD
Pamper your special someone with comfort, luxury, elegance, excellent service, and convenience.
Laurel Grove Inn on the South River
Annapolis, MD
Laurel Grove Inn is an 8,400 sqft. home located on 3 acres overlooking the South River in Annapolis.
Embassy Circle Guest House
Washington, (28 miles from Annapolis)
🌼Spring Vacation Packages! Elegant B&B steps to Dupont Circle with Full Breakfast 🍳
Swann House, Historic Dupont Circle Inn
Washington, (27 miles from Annapolis)
Fodor’s Choice! Frommer's "Best Bet"! Forbes "10 best"! Swann House welcomes you to Washington,...
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!"
Sandaway Suites & Beach
Oxford, MD (27 miles from Annapolis)
Rated #1 TripAdvisor - Private Beach, Breakfast Delivered, Specializing in Adults Only Getaways
The Columbia Inn at Peralynna Manor
Columbia, MD (26 miles from Annapolis)
Over 800 collective reviews! - 5 Star/Diamond Collection since 2010- 5 Stars...410-715-4600
Brampton Bed and Breakfast Inn
Chestertown, MD (28 miles from Annapolis)
A romantic oasis you won't want to leave, just outside Chestertown, MD!
Inn at Huntingfield Creek
Rock Hall, MD (18 miles from Annapolis)
*Welcome to Inn at Huntingfield Creek. This elegant 70 acre farm estate is a charming setting for...
Great Oak Manor
Chestertown, MD (27 miles from Annapolis)
Georgian Manor with 13 guest rooms, 12-acre waterfront estate directly on the Chesapeake Bay.
Eastern Market Suites
Washington, (25 miles from Annapolis)
1890s Historic Victorian at Eastern Market on Capitol Hill in Washington, DC, 100 steps to subway
Kalorama Guest House
Washington, (28 miles from Annapolis)
Near Woodley Park Metro, Wardman park Marriott, omnishoreham.
Cherry Blossom Inn
Largo, MD (26 miles from Annapolis)
Modern Inn in the heart of DC with an onsite Art Gallery
Inn at 2920
Baltimore, MD (21 miles from Annapolis)
A Distinctively Contemporary Experience - Downtown Baltimore's Boutique B&B!
Lazyjack Inn on Dogwood Harbor
Tilghman, MD (20 miles from Annapolis)
From 1800's ceiling beams to complimentary DSL wireless access
Inn at Osprey Point
Rock Hall, MD (18 miles from Annapolis)
At Osprey Point Inn, Restaurant and Marina, you'll experience the perfect fusion of luxurious acc...
BlancNoir Bed & Breakfast
Baltimore, MD (22 miles from Annapolis)
Modern, chic Bed and Breakfast in the middle of Baltimore's Little Italy
Miles River Guest House
Easton, MD (25 miles from Annapolis)
Miles River Guest house is an elegant private guest house 100 feet from the magnificent Miles River
Inn at Haven Harbour
Rock Hall, MD (19 miles from Annapolis)
Conveniently located in Rock Hall, Inn at Haven Harbour consists of 4 buildings and 20 guest rooms
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 a 3-minute walk from William Paca House and...
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 George Wa...
Birdhouse Bed and Breakfast
Washington, (26 miles from Annapolis)
Located in Washington (Northwest), Birdhouse Bed and Breakfast is within a 15-minute walk of Afri...
Washington, (26 miles from Annapolis)
Asante Sana Inn
Washington, (26 miles from Annapolis)
With a stay at Asante Sana Inn in Washington (Columbia Heights), you'll be within a 10-minute dri...
Tabard Inn
Washington, (27 miles from Annapolis)
With a stay at Tabard Inn in Washington (Dupont Circle), you'll be within a 10-minute drive of Wh...
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 Robe...
American Guest House
Washington, (27 miles from Annapolis)
With a stay at American Guest House, you'll be centrally located in Washington, within a 10-minut...
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 Montgo...
The Wayside Inn Bed & Breakfast
Ellicott City, MD (24 miles from Annapolis)
When you stay at The Wayside Inn Bed & Breakfast in Ellicott City, you'll be near the airport and...
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 within a 15-minute drive of N...
Rachael's Dowry Bed and Breakfast
Baltimore, MD (22 miles from Annapolis)
Located in Baltimore (Downtown Baltimore), Rachael's Dowry Bed and Breakfast is within a 15-minut...
Scarborough Fair B&B
Baltimore, MD (21 miles from Annapolis)
A stay at Scarborough Fair B&B places you in the heart of Baltimore, within a 15-minute walk of A...
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...
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 Historical ...
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)
With a stay at Bartlett Pear Inn in Easton, you'll be just steps from Avalon Theatre and Academy ...
Inn at 202 Dover
Easton, MD (28 miles from Annapolis)
With a stay at Inn at 202 Dover in Easton, you'll be within a 5-minute walk of Avalon Theatre and...
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 10-min...
John L Stam House
Chestertown, MD (29 miles from Annapolis)
When you stay at John L Stam House in Chestertown, you'll be 11 minutes by foot from Washington C...
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...
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)
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 15-minute walk of Chesapeake Bay Maritime Muse...
St Michaels, MD (20 miles from Annapolis)
Old Brick Inn
St Michaels, MD (21 miles from Annapolis)
With a stay at Old Brick Inn in St. Michaels, you'll be within a 5-minute walk of St. Michaels Mu...
St Michaels, MD (21 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 15-minute drive of Tilghman...
Black Walnut Point Inn
Tilghman, MD (23 miles from Annapolis)
When you stay at Black Walnut Point Inn in Tilghman, you'll be by the sea and 8 minutes by car fr...
Tilghman, MD (23 miles from Annapolis)
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)
Featured Property
Recent reviews
The Inn at Onancock
$175 - $235
4.8 (272)
"This B&B was the winner for my husband and I's 23rd anniversary getaway after..."
The Inn at Onancock
$175 - $235
"This B&B was the winner for my husband and I's 23rd anniversary getaway after..."
Scandinavian Escape
$185 - $245
4.8 (129)
"I was blown away by pretty much every aspect of this B&B. Our room, (the Valhalla..."
Scandinavian Escape
$185 - $245
"I was blown away by pretty much every aspect of this B&B. Our room, (the Valhalla..."
Europa Village
$210 - $325
4.6 (305)
"To say we enjoyed our stay would be an understatement. Chef Dean provided us with ama..."