Inn of the Month
Diamond Collection
1840s Carrollton Inn
Baltimore, MD (22 miles from Annapolis)
Where pure luxury meets timeless elegance.
Brampton Bed and Breakfast Inn
Chestertown, MD (28 miles from Annapolis)
Romantic Inn on 20 acres in Chestertown, MD! 💕 Find our Specials & Packages at bramptoninn.c...
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,...
Embassy Circle Guest House
Washington, (28 miles from Annapolis)
Elegant B&B steps to Dupont Circle 🖼️ Full Breakfast! 🍳 Stay 3+ nights - receive free gifts 🎁
Great Oak Manor
Chestertown, MD (27 miles from Annapolis)
Georgian Manor with 12 guest rooms, 12-acre waterfront estate directly on the Chesapeake Bay.
Sandaway Waterfront Lodging Suites and Beach
Oxford, MD (27 miles from Annapolis)
Rated #1 TripAdvisor - Private Beach, Breakfast Delivered, Specializing in Adults Only Getaways
Annapolitan Bed & Breakfast
Annapolis, MD
Quaint, colonial architecture, unsurpassed hospitality and unforgettable experiences await...
Scotlaur Inn
Annapolis, MD
The Scotlaur Inn is an Old-fashioned Delight, set in the heart of historic Annapolis. The Scotla...
Gibson's Lodgings Historic Inn
Annapolis, MD
Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING
Reynolds Tavern
Annapolis, MD
One of the Oldest Taverns in Maryland, complete with Tea Room, Pub, Courtyard, and Guest rooms.
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 ...
Black Walnut Point Bed & Breakfast Inn
Tilghman, MD (23 miles from Annapolis)
If you want to get away from people, this is the place - just 2 hours from DC and Baltimore.
Flag House Inn
Annapolis, MD
The perfect location with on-site parking, king or twin beds, private baths, comfortable seating,...
Meadow Gardens Bed and Breakfast
Annapolis, MD
comfort of home, quiet, spacious grounds, water front, sumptuous home cooked breakfast, pet friendly
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.
Schooner Woodwind
Annapolis, MD
Woodwind's Boat & Breakfast includes a delightful two-hour sunset sail and overnight stay.
Georgian House Bed and Breakfast
Annapolis, MD
Located in the heart of Annapolis’ Historic District, enjoy an elegant step back in time
Featured Property
Recent reviews
Laurel Grove Inn on the South River
$125 - $175
4.6 (199)
"What a beautiful, comfortable location. Tiffany is a wonderful and very helpful host..."
Laurel Grove Inn on the South River
$125 - $175
"What a beautiful, comfortable location. Tiffany is a wonderful and very helpful host..."
Flag House Inn
$160 - $300
4.8 (122)
"We can't say enough about our experience at The Flaghouse Inn. Bill and Charlotte..."
Flag House Inn
$160 - $300
"We can't say enough about our experience at The Flaghouse Inn. Bill and Charlotte..."
Laurel Grove Inn on the South River
$125 - $175
4.6 (199)
"We were visiting relatives in Va and thought a night before by ourselves would be nic..."