Maryland's Eastern Shore Bed and Breakfasts

  • Fabulous B&B on the Eastern Shore of Maryland. Water front, Pool, Hot tub, Exercise room. Call for Weddings & Special Events.

    Maria's Love Point Bed & Breakfast

  • Country Serenity - Bay Splendor

    Wades Point Inn on the Bay

  • Escape to the Past at the Wayside Inn! Where your comfort is our passion!

    The Wayside Inn

  • Historic landmark townhouse in the heart of the Historic District, close to St. John's College & the City Harbour.

    The Annapolis Inn

 
Previous
Next

B&Bs in Maryland's Eastern Shore

  From $159

P. O. Box 7, 10090 Wades Point Road, St. Michaels, Maryland
Country Serenity - Bay Splendor
  From $185

214 Goldsborough Street, P.O. Box 2217, Easton, Maryland
Victorian Ambiance with 21st Century Comfort Whirlpool Tubs, Working Fireplaces, WIFI, A/C & Full Sumptuous Breakfasts!
  From $165

1710 Love Point Road, P.O. Box 399, Stevensville, Maryland
Fabulous B&B on the Eastern Shore of Maryland. Water front, Pool, Hot tub, Exercise room. Call for Weddings & Special Events.
  From $135

1001 Atlantic Avenue, 10th Street and the Boardwalk, Ocean City, Maryland
Our quiet graciousness welcomes you to Maryland's only OCEANFRONT Bed & Breakfast!
  From $129

807 Elk Mills Road, Elkton, Maryland
Enjoy yourself and relax the day away in this beautiful inn with lots of amenities.
  From $115

2955 Tylerton Road, Tylerton, Maryland
Surrounded on three sides by water, The Inn of Silent Music offers stunning views, charming rooms and wonderful food.
  From $169

25227 Chestertown Road, Chestertown, Maryland
Our Maryland bed and breakfast is perfect for your romantic getaway with hammocks for two, spa/infinity tubs, steam showers, fireplaces...
  From $120

24500 Rolles Range Road, St. Michaels, Maryland
Awarded Mobil ** rating . . one of the top rated inns for St. Michaels! Superb pool and hot tub.
  From $100

107 West Federal Street, Snow Hill, Maryland
1850 Historic Snow Hill, Eastern Shore of MD. Elegant breakfast, period rooms and gardens. Short walk to the Pocomoke River.
  From $85

407 2nd St., Pocomoke City, Maryland
The River Gem BnB at the Littleton T. Clarke House will welcome you with the charm and grace.
  From $99

401 First Street, Chesapeake City, Maryland
The Ship Watch Inn is the ONLY B&B in South Chesapeake City located on the water's edge along the C & D Canal.
  From $99

4417 Black Walnut Point Road, Tilghman Island, Maryland
Black Walnut Point Inn - a secret place of peace.
  From $149.99

6002 Lawton Avenue, Rock Hall, Maryland
Inn and Marina on the shore of the beautiful Chesapeake Bay, located in the yachting capitol of the Eastern Shore.
  From $149

205 Cherry Street, St. Michaels, Maryland
Victorian Inn situated next to the harbor & the Chesapeake Bay Maritime Museum, just two blocks from main street.
  From $110

210 North Talbot Street, St. Michaels, Maryland
Unique 1883 Victorian nestled within the National Historic District and the charming colonial seaport of St. Michaels.
  From $150

103 Choptank Terrace, Cambridge, Maryland
Built in 1898, Lodgecliffe is a gracious country home perched on a bluff overlooking the lower Choptank River.
 

209 North Talbot Street, St. Michaels, Maryland
A blend of historic charm and warmth and relaxation in the picturesque Chesapeake Bay village of St. Michaels
  From $90

23120 Manokin Ct, Deal Island, Maryland
A relaxing getaway with the best sunsets on the bay, come to boat, fish, hike or just read.
  From $139

114 Mill Street, Cambridge, Maryland
Experience Maryland Eastern Shore hospitality at its finest at this beautiful 1894 Queen Anne home in the heart of Cambridge.
  From $160

30556 Washington Street, Princess Anne, Maryland
Elegant and historic home (c.1852) located in the Princess Anne Historic District on the Eastern Shore of Maryland.
  From $169

103 West Strand Road, Oxford, Maryland
Waterfront Lodging only steps from our private sandy beach, close to the tourist destinations of St. Michaels & Easton.
  From $179

4928 Eastern Neck Road, Rock Hall, Maryland
Elegant waterfront farm-estate B&B in historic Kent Co. The perfect solution for the big city blues! Romantic getaways.
  From $119

208 Mt. Vernon Avenue, Chestertown, Maryland
Cozy 1947 Cape Cod home in a great location, only a 10-minute stroll to downtown Chestertown & a 15-minute walk to the water.