Chestertown Bed and Breakfasts

Chestertown is located on the banks of the Chester River, on the upper eastern shore of Maryland, and it is home to many cozy B\u0026B establishments. In May, Chestertown...  Read more
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B&Bs in Towns near Chestertown

 
 
from $179

Stevensville, MD
Fabulous B&B on the Eastern Shore of Maryland. Water front, Pool, Hot tub, Exercise room....Read more
 
 
from $175

Rock Hall, MD
Elegant waterfront farm-estate B&B in historic Kent Co. The perfect solution for the big ...Read more
 
from $250

Easton, MD
Welcome To Your Own Private Guest House! Take in a deep breath, drink in the view....Read more
 
 
from $160

Rock Hall, MD
Inn and Marina on the shore of the beautiful Chesapeake Bay, located in the yachting capi...Read more
 
from $175

Baltimore, MD
Where pure luxury meets timeless elegance, just a short stroll from Baltimore's Inner Har...Read more