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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.


Chesapeake City Maryland, Bed and Breakfasts Map it
Ship Watch Inn a , Maryland bed and breakfast

Ship Watch Inn

Chesapeake City, MD


Rooms: 10
With Private Bath: 10
Rates: 99.00- 245.00 USD
A stunning waterfront view can be enjoyed by 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 a , Maryland inn

Blue Max Inn

Chesapeake City, MD


Rooms: 9
With Private Bath: 9
Rates: 95.00- 230.00 USD
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 the historic area of the town.


Chestertown Maryland, Bed and Breakfasts Map it
Great Oak Manor a , Maryland bed and breakfast

Great Oak Manor

Chestertown, MD


Rooms: 12
With Private Bath: 12
Rates: 165.00- 310.00 USD
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 a , Maryland bed and breakfast

The Inn at Mitchell House

Chestertown, MD


Rooms: 7
With Private Bath: 7
Rates: 100.00- 250.00 USD
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.


Easton Maryland, Bed and Breakfasts Map it
Inn at 202 Dover a , Maryland b&b

Inn at 202 Dover

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 375.00- 475.00 USD
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.

Bishop's House B&B a , Maryland b&b

Bishop's House B&B

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 185.00- 195.00 USD
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!

John S. McDaniel House a , Maryland inn

John S. McDaniel House

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 99.00- 189.00 USD
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.

Easton's Promise a , Maryland inn

Easton's Promise

Easton, MD


Rooms: 5
With Private Bath: 5
Rates: 150.00- 225.00 USD
Distinguished Bed and Breakfast in historic Easton, MD. Five lovely rooms with private bathrooms, gourmet 3-course breakfast. "A fun romantic place to relax." Walk to antiques, restaurants, art galleries or entertainment. Drive to St. Michaels or Oxford in 15 minutes.


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

Atlantic House B&B

Ocean City, MD


Rooms: 9
With Private Bath: 7
Rates: 90.00- 205.00 USD
Comfort, convenience and service provided by on-site owner/innkeepers, with a breakfast to excite and ocean sunsets to remember.


Oxford Maryland, Bed and Breakfasts Map it
Combsberry a , Maryland bed and breakfast

Combsberry

Oxford, MD


Rooms: 6
With Private Bath: 6
Rates: 250.00- 395.00 USD
Escape to Combsberry, a gracious combination of restored 18th century splendor with touches of luxury designed for unsurpassed comfort and privacy.

Oxford Inn a , Maryland bed and breakfast

Oxford Inn

Oxford, MD


Rooms: 7
With Private Bath: 7
Rates: 110.00- 175.00 USD
Maryland's Eastern Shore's quaint bed and breakfast, The Oxford Inn, is located at the head of Town Creek in Oxford's Historic District.

Robert Morris Inn - A Waterfront Country Inn a , Maryland b&b

Robert Morris Inn - A Waterfront Country Inn

Oxford, MD


Rooms: 34
With Private Bath: 34
Rates: 130.00- 320.00 USD
Historic Chesapeake Bay Romantic Inn featuring waterfront rooms with porches, million dollar views, and great sunsets. Just 7 miles to St. Michaels when you take the car ferry!


Princess Anne Maryland, Bed and Breakfasts Map it
Somerset House B&B a , Maryland inn

Somerset House B&B

Princess Anne, MD


Rooms: 6
With Private Bath: 6
Rates: 145.00 USD
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.


Rock Hall Maryland, Bed and Breakfasts Map it
Old Gratitude House B&B a , Maryland b&b

Old Gratitude House B&B

Rock Hall, MD


Rooms: 5
With Private Bath: 5
Rates: 160.00- 230.00 USD
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 busy.

The Inn at Osprey Point a , Maryland b&b

The Inn at Osprey Point

Rock Hall, MD


Rooms: 12
With Private Bath: 10
Rates: 75.00- 270.00 USD
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 a , Maryland b&b

Inn at Huntingfield Creek

Rock Hall, MD


Rooms: 8
With Private Bath: 8
Rates: 139.00- 249.00 USD
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. Pet-friendly.


Royal Oak Maryland, Bed and Breakfasts Map it
Royal Oak House B&B a , Maryland b&b

Royal Oak House B&B

Royal Oak, MD


Rooms: 3
With Private Bath: 3
Rates: - 269.00 USD
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.


Sherwood Maryland, Bed and Breakfasts Map it
Lowes Wharf Marina Inn a , Maryland inn

Lowes Wharf Marina Inn

Sherwood, MD


Rooms: 10
With Private Bath: 10
Rates: 95.00- 199.00 USD
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 onsite.


St. Michaels Maryland, Bed and Breakfasts City Guide | Map it
Five Gables Inn & Spa a , Maryland inn

Five Gables Inn & Spa

St. Michaels, MD


Rooms: 20
With Private Bath: 20
Rates: 150.00- 425.00 USD
Rooms feature gas fireplaces, porches & whirlpools with fluffy robes & Aveda amenities. Enjoy the heated indoor pool, steam room & sauna with massage therapy & facials by appointment.

Parsonage Inn a , Maryland bed and breakfast

Parsonage Inn

St. Michaels, MD


Rooms: 8
With Private Bath: 8
Rates: 110.00- 215.00 USD
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. Awarded ** by AAA and recommended by Mobil Travel Guide.

Aida's Victoriana Inn a , Maryland b&b

Aida's Victoriana Inn

St. Michaels, MD


Rooms: 7
With Private Bath: 7
Rates: 129.00- 369.00 USD
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 a , Maryland bed and breakfast

The Old Brick Inn

St. Michaels, MD


Rooms: 20
With Private Bath: 20
Rates: 125.00- 385.00 USD
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 and the comfort and personalized service found in only the finest Bed and Breakfasts.

Harris Cove Cottages a , Maryland inn

Harris Cove Cottages

St. Michaels, MD


Rooms: 8
With Private Bath: 8
Rates: 330.00- 370.00 USD
Harris Cove Cottages has eight cottages. Six of these cottages are individual which 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.

Hambleton Inn B&B a , Maryland bed and breakfast

Hambleton Inn B&B

St. Michaels, MD


Rooms: 5
With Private Bath: 5
Rates: 175.00- 265.00 USD
Nestled in the harbor of the historic district of St. Michaels, MD, the Hambleton Inn is an elegant, historic shipbuilder's home from another era. Located right on the water in one of the great sailing capitals, the Hambleton Inn is a treasure of the bay.

Wades Point Inn on the Bay a , Maryland b&b

Wades Point Inn on the Bay

St. Michaels, MD


Rooms: 26
With Private Bath: 26
Rates: 152.00- 260.00 USD
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 24 rooms. Weddings/special events.

George Brooks House B&B a , Maryland bed and breakfast

George Brooks House B&B

St. Michaels, MD


Rooms: 6
With Private Bath: 6
Rates: 120.00- 240.00 USD
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".


Tilghman Island Maryland, Bed and Breakfasts Map it
Lazyjack Inn on Dogwood Harbor a , Maryland b&b

Lazyjack Inn on Dogwood Harbor

Tilghman Island, MD


Rooms: 4
With Private Bath: 4
Rates: 144.00- 299.00 USD
Lovingly restored after hurricane Isabel in September 2003, The Lazyjack Inn is "A welcome reprieve from the ordinary,". This c. 1855 Colonial Waterman's home has earned a reputation as one of the finest destinations on Maryland's Eastern Shore.

Chesapeake Wood Duck Inn a , Maryland bed and breakfast

Chesapeake Wood Duck Inn

Tilghman Island, MD


Rooms: 7
With Private Bath: 7
Rates: 129.00- 249.00 USD
Award winning 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 to guests and a choice of six guestrooms & one suite.

Black Walnut Point Inn a , Maryland bed and breakfast

Black Walnut Point Inn

Tilghman Island, MD


Rooms: 7
With Private Bath: 7
Rates: 120.00- 225.00 USD
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.


Vienna Maryland, Bed and Breakfasts Map it
The Tavern House a , Maryland b&b

The Tavern House

Vienna, MD


Rooms: 3
Rates: 85.00- 95.00 USD
A restored Colonial tavern on the Nanticoke River, overlooking the river and marshes beyond. Simple elegance; stark white lime plaster, original colors, and detailed woodwork.


Whitehaven Maryland, Bed and Breakfasts Map it
Whitehaven Hotel a , Maryland bed and breakfast

Whitehaven Hotel

Whitehaven, MD


Rooms: 7
With Private Bath: 7
Rates: 110.00- 150.00 USD
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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