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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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Beach/Shoreline

What could be more enticing then a beach vacation? Fortunately, many bed and breakfasts are located right on or near a beach or shoreline. Enjoy ocean views, surfing, beach combing, fishing and so much more. Nothing rivals a glorious holiday near the water.



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.

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.


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.

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.

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
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!

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 Ocean City Maryland, Bed and Breakfasts City Guide | Map it
Atlantic House B&B bed and breafast

Atlantic House B&B

Ocean City, MD


Rooms: 9
With Private Bath: 7
Rates: 120.00- 225.00 USD
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Comfort, convenience and service provided by on-site owner/innkeepers, with a breakfast to excite and ocean sunsets to remember.


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 Pocomoke City Maryland, Bed and Breakfasts Map it
Friendship Farm Bed & Breakfast bed and breafast

Friendship Farm Bed & Breakfast

Pocomoke City, MD


Rooms: 4
With Private Bath: 4
Rates: 135.00- 180.00 USD
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Welcome to Friendship Farm Bed and Breakfast. The inn sits on twelve acres on the banks of the beautiful Pocomoke River in Somerset County - "nature's masterpiece".


All Princess Anne Maryland, Bed and Breakfasts Map it
Somerset House B&B bed and breafast

Somerset House B&B

Princess Anne, MD


Rooms: 6
With Private Bath: 6
Rates: 160.00 USD
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Located in the Princess Anne Historic District on the Eastern Shore of Maryland. You will enjoy the elegant and historic home, the extensive gardens, and the luxury of your own large well-appointed room, with private bath.


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.

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 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 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
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.

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".

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.

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.

Harris Cove Cottages bed and breafast

Harris Cove Cottages

St. Michaels, MD


Rooms: 8
With Private Bath: 8
Rates: 145.00- 210.00 USD
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Harris Cove Cottages has eight cottages. Six cottages are individual and form an echelon of sailors saluting our picturesque private driveway. The other two sit majestically as a centerpiece on two acres of bulkheaded waterfront property.

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.


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.

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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