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Eastern Shore, Maryland and Surrounding Area - Bed and Breakfast Inns

For over 20 years, Pamela Lanier's Travel Guides have been the savvy travelers' key to great deals on quality, romantic Eastern Shore bed and breakfast lodging and country inns. Search our database of Eastern Shore B&B's and you'll find detailed listings, current rates, and special deals for bed and breakfasts in Eastern Shore, Maryland.


Amenities Matching:  

Gourmet Food

What's not to like about a delicious gourmet meal? Many bed and breakfast innkeepers are chefs who elevate food preparation to an art form. Awaken to a steaming cup of gourmet coffee, followed by an expertly prepared gourmet breakfast. Then, at the end of a long day, indulge in a glass of sherry and perhaps some decadent gourmet chocolate. Getting spoiled was never so fun!



All Chesapeake City Maryland, Bed and Breakfasts Map it
Blue Max Inn bed and breafast

Blue Max Inn

Chesapeake City, MD


Rooms: 10
With Private Bath: 10
Rates: 100.00- 250.00 USD
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This elegant bed & breakfast is located in historic Chesapeake City, Maryland, along the shores of the famous Chesapeake and DE Canal. Built in 1854, The Blue Max Inn is a charming and romantic inn located in the heart of this historic town.


All Chestertown Maryland, Bed and Breakfasts Map it
The Inn at Mitchell House bed and breafast

The Inn at Mitchell House

Chestertown, MD


Rooms: 7
With Private Bath: 7
Rates: 109.00- 239.00 USD
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Take a step back in time in this 18th-century manor house in a quiet, rural setting. It is located between Chestertown and Rock Hall. Enjoy gardens, ponds and the Chesapeake Bay, a mere 1/2 mile away. This is nature lovers' paradise.


All Easton Maryland, Bed and Breakfasts Map it
Inn at 202 Dover bed and breafast

Inn at 202 Dover

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 279.00- 475.00 USD
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Built in circa 1874 this majestic Maryland Bed and Breakfast has been carefully restored. The Inn is located one block from downtown Easton in the heart of the Easton Historic District. The total experience is luxury and comfort in an inviting atmosphere.


All Rock Hall Maryland, Bed and Breakfasts Map it
Old Gratitude House B&B bed and breafast

Old Gratitude House B&B

Rock Hall, MD


Rooms: 5
With Private Bath: 5
Rates: 159.00- 249.00 USD
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Sandy and Hank have created a relaxing, comfortable and elegant Bed & Breakfast that takes full advantage of the soothing water's edge while also offering access to a variety of activities that will keep you pleasantly busy.

The Inn at Osprey Point bed and breafast

The Inn at Osprey Point

Rock Hall, MD


Rooms: 15
With Private Bath: 13
Rates: 75.00- 270.00 USD
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A luxurious northern Chesapeake Bay adventure destination located on 25 lush acres of waterfront solitude in the village of Rock Hall. On water's edge & delightfully secluded, we offer a wonderful full service destination.


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Royal Oak House B&B bed and breafast

Royal Oak House B&B

Royal Oak, MD


Rooms: 2
With Private Bath: 2
Rates: - 329.00 USD
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A romantic country house, serene and elegant, minutes from the bustle of the charming town of St. Michaels on the Chesapeake Bay. Bicycle scenic back roads, stroll to the water and antiques shops, then enjoy sunset.


All St. Michaels Maryland, Bed and Breakfasts City Guide | Map it
The Old Brick Inn bed and breafast

The Old Brick Inn

St. Michaels, MD


Rooms: 20
With Private Bath: 20
Rates: 135.00- 350.00 USD
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Located in the heart of St. Michaels, The Old Brick Inn is an elegant, historic (circa 1816) Inn, with the European charm of a boutique hotel. Offering the comfort and personalized service found in only the finest Bed and Breakfasts.

Five Gables Inn & Spa bed and breafast

Five Gables Inn & Spa

St. Michaels, MD


Rooms: 20
With Private Bath: 20
Rates: 150.00- 425.00 USD
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Rooms feature gas fireplaces, porches & whirlpools with bathrobes & Aveda amenities. Enjoy the heated indoor pool, steam room & sauna Massage, facials and body treatments in the spa by appointment.


All Tilghman Island Maryland, Bed and Breakfasts Map it
Chesapeake Wood Duck Inn bed and breafast

Chesapeake Wood Duck Inn

Tilghman Island, MD


Rooms: 7
With Private Bath: 7
Rates: 139.00- 249.00 USD
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Enjoy Chesapeake Bay lodging on Tilghman Island. This romantic Bed and Breakfast getaway brims with historic charm & gracious hospitality. The Inn offers a pristine waterfront setting, gourmet cuisine, and a choice of six guestrooms & one cottage suite.

Lazyjack Inn on Dogwood Harbor bed and breafast

Lazyjack Inn on Dogwood Harbor

Tilghman Island, MD


Rooms: 4
With Private Bath: 4
Rates: 159.00- 289.00 USD
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Our c. 1855 waterfront home, located in the village of unspoiled Tilghman Island Maryland, is within walking distance to fine restaurants and shops. The Lazyjack Inn has earned a reputation as one of the Eastern Shore's finest getaway destinations.



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