Inn of the Month
Diamond Collection
Flag House Inn
Annapolis, MD
Flag House Inn, located in downtown Annapolis, offers free on site parking and delicious breakfast
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 ...
Gibson's Lodgings Historic Inn
Annapolis, MD
Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING
The Annapolis Inn
Annapolis, MD
Pamper your special someone with comfort, luxury, elegance, excellent service, and convenience.
Meadow Gardens Bed and Breakfast
Annapolis, MD
comfort of home, quiet, spacious grounds, water front, sumptuous home cooked breakfast, pet friendly
Reynolds Tavern
Annapolis, MD
One of the Oldest Taverns in Maryland, complete with Tea Room, Pub, Courtyard, and Guest rooms.
Georgian House Bed and Breakfast
Annapolis, MD
Located in the heart of Annapolis’ Historic District, enjoy an elegant step back in time
Scotlaur Inn
Annapolis, MD
The Scotlaur Inn is an Old-fashioned Delight, set in the heart of historic Annapolis. The Scotla...
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.
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...
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!"
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
Great Oak Manor
Chestertown, MD (27 miles from Annapolis)
Georgian Manor with 13 guest rooms, 12-acre waterfront estate directly on the Chesapeake Bay.
Sandaway Suites & Beach
Oxford, MD (27 miles from Annapolis)
Rated #1 TripAdvisor - Private Beach, Breakfast Delivered, Specializing in Adults Only Getaways
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,...
Brampton Bed and Breakfast Inn
Chestertown, MD (28 miles from Annapolis)
🍷Spring Winery Special! 💓 Romantic Inn on 20 acres in Chestertown, MD! 💕
Embassy Circle Guest House
Washington, (28 miles from Annapolis)
🌼Spring Vacation Packages! Elegant B&B steps to Dupont Circle with Full Breakfast 🍳
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...
Lazyjack Inn on Dogwood Harbor
Tilghman, MD (20 miles from Annapolis)
From 1800's ceiling beams to complimentary DSL wireless access
Admiral Fell Inn
Baltimore, MD (21 miles from Annapolis)
Cozy historic boutique hotel located in the heart of Baltimore's charming Fell's Point neighborhood.
Inn at 2920
Baltimore, MD (21 miles from Annapolis)
A Distinctively Contemporary Experience - Downtown Baltimore's Boutique B&B!
Eastern Market Suites
Washington, (25 miles from Annapolis)
1890s Historic Victorian at Eastern Market on Capitol Hill in Washington, DC steps to subway
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
Cherry Blossom Inn
Largo, MD (26 miles from Annapolis)
Modern Inn in the heart of DC with an onsite Art Gallery
Featured Property
Recent reviews
Flag House Inn
$189 - $300
4.8 (146)
"We were in Annapolis for a wedding, and the Flag House was just perfect. It's loc..."
Flag House Inn
$189 - $300
"We were in Annapolis for a wedding, and the Flag House was just perfect. It's loc..."
Flag House Inn
$189 - $300
4.8 (146)
"Charming B&B located within walking distance to almost everything. Breakfast was ..."
Flag House Inn
$189 - $300
"Charming B&B located within walking distance to almost everything. Breakfast was ..."
Laurel Grove Inn on the South River
$155 - $225
4.6 (226)
"This is the second time we have stayed at Laurel Grove. It is the perfect get away p..."