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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:  

Spa Services

Nothing quite compares to a spa vacation. bed and breakfasts are devoted to pampering their guests with services like manicures, pedicures, massage, and facials. Everyone deserves a little spoiling, and what better way then at a luxurious spa.



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
Ship Watch Inn bed and breafast

Ship Watch Inn

Chesapeake City, MD


Rooms: 10
With Private Bath: 10
Rates: 99.00- 245.00 USD
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A stunning waterfront view can be enjoyed from all 10 guest rooms which are beautifully appointed in simple, elegant decor. A private bath accompanies each room and 6 feature whirlpool tubs with shower.

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
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.


All Easton Maryland, Bed and Breakfasts Map it
Bishop’s House B&B bed and breafast

Bishop’s House B&B

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 185.00- 195.00 USD
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Enjoy a memorable visit to MD's Eastern Shore. Romantically furnished, in-town, centrally located for visiting all points of interest. Victorian ambiance with 21st century comfort featuring working fireplaces, whirlpool tubs, WiFi & sumptuous breakfasts!


All Elkton Maryland, Bed and Breakfasts Map it
Elk Forge B&B bed and breafast

Elk Forge B&B

Elkton, MD


Rooms: 12
With Private Bath: 12
Rates: 89.00- 239.00 USD
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Nestled on five acres of beautiful woods and gardens along the Big Elk Creek. The area is rich in history and natural beauty and is just 3 miles from I-95, and minutes from Newark and Wilmington, Delaware. Philadelphia and Baltimore are only an hour away.


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 St. Michaels Maryland, Bed and Breakfasts City Guide | Map it
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.

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.

George Brooks House B&B bed and breafast

George Brooks House B&B

St. Michaels, MD


Rooms: 6
With Private Bath: 6
Rates: 120.00- 240.00 USD
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Restored Gothic Revival Victorian home built in 1908 was designated an Historic Site by Talbot County in 2001. This important county landmark was among two homes selected in 2003 by the State of Maryland for its prestigious "Preservation Award".


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.



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