Historic twenty five room Manor House set on 12 acres overlooking the Chesapeake Bay
The Imperial offers comfortable accommodations, exceptional dining, and warm personalized service.
This pristine 18th-century manor house sits as a jewel on 10 acres overlooking Stoneybrook Pond.
A stone's throw from the charming town of Chestertown, discover a private romantic oasis hidden away on 20 wooded acres.
Abacrombie Fine Food & Accommodations
Charming historical Bed & Breakfast with 12 individual decorated rooms in Downtown Baltimore. Close to all attractions!
1840's Carrollton Inn
The 1840s Carrollton Inn is a series of interconnected rowhomes, some dating back to the early 19th century, surrounding a central courtyard adjacent to the 1840s Plaza.
Blue Max Inn
Voted one of the top 15 Inns in the country with the best interior design and décor for the 3rd year in a row!
J.S. McDaniel House
1865 Victorian on the eastern shore of MD in the historic town of Easton, 9 miles from St. Michael's
Bishop's House Bed and Breakfast
Victorian Era Charm with 21st Century Comfort
Elk Forge B&B, Retreat and Day Spa
Nestled on five acres of beautiful woods and gardens along the Big Elk Creek, historic Elk Forge has numerous amenities for your comfort & pleasure.
Sandaway Waterfront Lodging B&B
Chesapeake Bay and the Tred Avon River play a big part in the life of this Eastern Shore country-romantic 1710 Inn. The Inn's waterfront lodge Sandaway has many rooms with porches.
Old Gratitude House Bed and Breakfast
Waterfront elegance on the Eastern Shore
River House Inn B&B
Treat yourself to a casual yet elegant getaway at the River House Inn, a spacious Victorian home on the beautiful Pocomoke River.
Mansion House B&B
Wake up to a spectacular sunrise over the Chincoteague Bay or enjoy a moonlight stroll along the waterfront!
Five Gables Inn & Spa
Relaxing Inn & Spa in quaint St. Michaels. All rooms have whirlpools, fireplaces & porches.
Travel up a winding driveway to this elegant historic estate, crowning 45 acres!
Chesapeake Wood Duck Inn
Award winning casual elegance,paired with extraordinary hospitality and inovative cuisine.
Restored Historic 1800's Hotel On the Wicomico River in Whitehaven, Maryland
Stay at a Chestertown, Maryland Bed and Breakfasts and Inns for the personal attention you desire. A Chestertown B&B is a great alternative to hotels or motels while visiting the state of Maryland!
Visit our Chestertown, Maryland bed and breakfast directory of historic, romantic, and adventure B&B's. You can browse through our detailed listings of Chestertown, Maryland bed and breakfasts and inns with nearby city listings that include pictures, room rates, booking information and area activities. Every Chestertown, Maryland b&b inns has complete contact information and a direct link to the innkeepers.