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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:  

Handicapped Accessible

Numerous bed and breakfasts are responsive to the needs of the disabled. Many are wheelchair accessible with wheelchair lifts and wheelchair ramps, while others provide convenient parking, and rooms that meet federal specification requirements for the handicapped. There's no reason not to enjoy a wonderful vacation.



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
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.


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 Rock Hall Maryland, Bed and Breakfasts Map it
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.


All Sherwood Maryland, Bed and Breakfasts Map it
Lowes Wharf Marina Inn bed and breafast

Lowes Wharf Marina Inn

Sherwood, MD


Rooms: 10
With Private Bath: 10
Rates: 95.00- 199.00 USD
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Country waterfront Inn located on the Chesapeake Bay proper. Featuring 10 guestrooms, all with waterviews, private bath, A/C-heat, coffee service, wireless internet, refrigerator and satellite TV. Marina. Beach access. Restaurant and Tiki Bar onsite.


All St. Michaels Maryland, Bed and Breakfasts City Guide | Map it
Wades Point Inn on the Bay bed and breafast

Wades Point Inn on the Bay

St. Michaels, MD


Rooms: 26
With Private Bath: 26
Rates: 152.00- 260.00 USD
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Grand Georgian style home on edge of Chesapeake Bay. Two thousand feet of gently curving shoreline wrap the Inn's private grounds, giving spectacular views to its rooms. Weddings & special events.

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
Black Walnut Point Inn bed and breafast

Black Walnut Point Inn

Tilghman Island, MD


Rooms: 7
With Private Bath: 7
Rates: 120.00- 250.00 USD
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Located on 57 acres of a wildlife preserve on the southern tip of Tilghman Island, this inn with expansive waterfront views is a sanctuary. Watch the sun rise over the Choptank River and set over Chesapeake Bay and leave the cares of the world behind.


All Whitehaven Maryland, Bed and Breakfasts Map it
Whitehaven Hotel bed and breafast

Whitehaven Hotel

Whitehaven, MD


Rooms: 7
With Private Bath: 7
Rates: 110.00- 150.00 USD
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The Whitehaven Hotel is nestled on the shore of the Wicomico River, about 25 minutes outside Salisbury. One of the last of its kind, saved from the wrecking ball through cooperative efforts in 1995. Screened porch, working fireplaces.



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