Inn of the Month
Diamond Collection
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...
Embassy Circle Guest House
Washington, (28 miles from Annapolis)
$50 off 2 Nights in Nov & Dec! Elegant B&B steps to Dupont Circle with Full Breakfast 🍳
1840s Carrollton Inn
Baltimore, MD (22 miles from Annapolis)
Where pure luxury meets timeless elegance.
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 Waterfront Lodging Suites and Beach
Oxford, MD (27 miles from Annapolis)
Rated #1 TripAdvisor - Private Beach, Breakfast Delivered, Specializing in Adults Only Getaways
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...
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,...
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...
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.
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 ...
Flag House Inn
Annapolis, MD
The perfect location with on-site parking, king or twin beds, private baths, comfortable seating,...
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.
Schooner Woodwind
Annapolis, MD
Woodwind's Boat & Breakfast includes a delightful two-hour sunset sail and overnight stay.
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
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.
Featured Property
Recent reviews
Laurel Grove Inn on the South River
$125 - $175
4.6 (211)
"The Laurel Grove Inn is a beautiful property right on the banks of the South River. (..."
Laurel Grove Inn on the South River
$125 - $175
"The Laurel Grove Inn is a beautiful property right on the banks of the South River. (..."
Flag House Inn
$160 - $300
4.8 (132)
"The owners were very understanding when our flight plans changed and we arrived well ..."
Flag House Inn
$160 - $300
"The owners were very understanding when our flight plans changed and we arrived well ..."
Flag House Inn
$160 - $300
4.8 (132)
"Our favorite B&B in Annapolis, MD is the Flag Housr. The owners are gracious host..."