Maryland Bed & Breakfast Association
Loading...

The Eastern Shore was given its name by Captain John Smith, who sailed from Jamestown in the summer of 1608 to explore the Chesapeake Bay as far north as the Sassafras River. Kent Island was one of the initial settlements starting about 1631, and for three hundred years thereafter, the Eastern Shore has thrived on its agricultural and seafood base, and prided itself on its distinct and independent ways.

The coastline is dotted with historic waterfront towns and rolling farmlands where fresh and salt water meet for fishing and boating enthusiasts, cyclists, birders, and nature lovers. A bike ride through the rural landscape may take you to Chestertown, where you can rent a kayak to paddle the Chester River for a chance to see a great blue heron, an osprey, or an eagle. For more bird watching, visit The Eastern Neck National Wildlife Refuge.

The fishing, crabbing, and sailing town of Rock Hall is known for its seafood restaurants and natural wildlife preserves. Visit The Rock Hall Museum or Waterman's Museum to learn more about oystering and crabbing.

Take day trips to Annapolis and Baltimore and know that the welcoming hospitality of the innkeepers at our Maryland Bed and Breakfast Association member inns awaits you after a busy day.

A-Z | Z-A | Random

Woodland Gardens Bed and Breakfast

North East, Maryland
Phone: (410) 287-2479
Website More Info
moonlightbay-lg-1

Moonlight Bay Inn

Moon Light Bay Inn & Marina is situated on a park like setting; an artists paradise were you can relax an watch the parade of boats go by. While here in Rock Hall you can go sailing with a captain or take a fishing trip. You can also enjoy kayaking, bird watching, cycling, shopping or [read more]

Rock Hall, Maryland
Phone: (410)639 2660
Website Check Availability More Info
huntingtoncreek-lg-1

Inn at Huntingfield Creek

The Inn at Huntingfield Creek in Rock Hall, Maryland, is situated on the oldest land grant in Kent Co. Once a 1200 acre estate, it is now 70 pristine acres with gorgeous shoreline on Huntingfield Inlet. The well-appointed, comfortable rooms offer luxurious amenities and wonderful beds. Soothing, harmonious decor. Pet/family- friendly cottages, saltwater pool, charming [read more]

Rock Hall, Maryland
Phone: 410 639-7779
Website Check Availability More Info
greatoak-lg-1

Great Oak Manor Bed and Breakfast

American Historic Inns list of America’s most Romantic Inns, featured on the Today show, and situated on a bluff overlooking the majestic Chesapeake Bay on Maryland’s Eastern Shore, Great Oak Manor offers romantic getaways with eleven luxurious guest rooms, all with private baths and king beds, seven with water views and five with working fireplaces. [read more]

Chestertown, Maryland
Phone: 410-778-5943
Toll Free: 800-504-3098
Website Check Availability More Info
elkforge-lg-1

Elk Forge B&B Inn, Retreat and Day Spa

Elk Forge B&B Inn is a renovated Colonial Manor Home circa 1761. We are located just 3 miles off of I-95 between Newark, DE and Elkton, MD. We have a full-service Day Spa on the premises offering massages, facials, body scrubs and wraps, and many more services to relax you while you stay at Elk Forge [read more]

Elkton, Maryland
Phone: 410-392-9007
Toll Free: 877-355-3674
Website Check Availability More Info
crowfarm-lg-2

Crow Farmstay B&B

Unique lodging at Crow Farmstay B&B, a bed and breakfast inn located on a 365 acre farm in Kennedyville, Maryland. Enjoy modern amenities within a primitive farm charm. About an hours’ drive from Baltimore, Washington D.C., Philadelphia, Wilmington and minutes from historic Chestertown on Maryland’s Eastern Shore…so there’s plenty to do when you stay at Crow [read more]

Kennedyville, Maryland
Phone: (410)648-5687
Website Check Availability More Info
bramptoninn-lg-1

Brampton Bed and Breakfast Inn

The award winning Brampton Bed and Breakfast Inn just one mile outside charming Chestertown, Maryland is an Eastern Shore romantic oasis. The Brampton blends the grand elegance of a historical estate with the comfort and modern amenities you deserve. The spacious and well-appointed guest rooms, offer wood-burning fireplaces (used during the colder months), whirlpool tubs and [read more]

Chestertown, Maryland
Phone: 410-778-1860
Website Check Availability More Info
»