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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.


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Diet/Vegetarian

bed and breakfasts take the culinary arts very seriously. Whether you enjoy gourmet food or are on a low fat diet, a vegetarian diet, the Atkins diet or a diabetic diet, most B&Bs are more then happy to accommodate your needs.



All Cambridge Maryland, Bed and Breakfasts City Guide | Map it
Mill Street Inn bed and breafast

Mill Street Inn

Cambridge, MD


Rooms: 3
With Private Bath: 3
Rates: 125.00- 225.00 USD
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Great getaways begin here, where the pineapple truly signifies welcome, and where visitors will experience Eastern Shore hospitality at its finest.


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
Brampton B&B Inn bed and breafast

Brampton B&B Inn

Chestertown, MD


Rooms: 12
With Private Bath: 12
Rates: 179.00- 399.00 USD
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The award-winning Brampton Inn is a romantic Bed and Breakfast located on Maryland's eastern shore. 25 landscaped acres ideal for those seeking a luxurious and private escape. 1/2 mile outside the historic town of Chestertown.

Great Oak Manor bed and breafast

Great Oak Manor

Chestertown, MD


Rooms: 11
With Private Bath: 11
Rates: 165.00- 310.00 USD
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Come for a romantic getaway to Great Oak where the only honking comes from the geese, where the closest highway is the duck flyway, and where the only traffic you see from your room are the boaters sailing the water of the Chesapeake Bay Waterfront.

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
John S. McDaniel House bed and breafast

John S. McDaniel House

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 149.00- 189.00 USD
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Come experience the tranquil charm of this historic Easton home offering the best of the old and new. We are within walking distance of most of Easton’s historical sites.


All Oxford Maryland, Bed and Breakfasts Map it
Sandaway - Waterfront Lodging bed and breafast

Sandaway - Waterfront Lodging

Oxford, MD


Rooms: 18
With Private Bath: 18
Rates: 149.00- 299.00 USD
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Chesapeake Bay Romantic Bed and Breakfast featuring waterfront rooms with porches, million dollar views, a private beach, and great sunsets. Just 7 miles to St. Michaels when you take the car ferry!


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.

Inn at Huntingfield Creek bed and breafast

Inn at Huntingfield Creek

Rock Hall, MD


Rooms: 8
With Private Bath: 8
Rates: 145.00- 265.00 USD
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Elegant & historic 70 acre farm-estate. Beautiful telescoping farmhouse architecture. Ideal for country weddings or retreats. Well-appointed, comfortable rooms with fine linens and excellent beds designed to pamper. 1100' waterfront & dock.

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.


All Royal Oak Maryland, Bed and Breakfasts Map it
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
Aida’s Victoriana Inn bed and breafast

Aida’s Victoriana Inn

St. Michaels, MD


Rooms: 7
With Private Bath: 7
Rates: 129.00- 369.00 USD
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Aida's Victoriana Inn is located on the historic St. Michaels harbor. Situated next to the Chesapeake Bay Maritime Museum, we are in walking distance to all attractions. The inn is just 2 blocks from the main street, yet removed from the bustle of town.

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.

Parsonage Inn bed and breafast

Parsonage Inn

St. Michaels, MD


Rooms: 8
With Private Bath: 8
Rates: 110.00- 215.00 USD
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Welcome to the Parsonage Inn Bed and Breakfast, a unique brick Victorian in this National Historic District. Within walking distance of the maritime museum, shops and restaurants. Top rated and recommended.


All Tilghman Island Maryland, Bed and Breakfasts Map it
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.

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.



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