Chestertown Bed & Breakfasts

• Brampton Bed & Breakfast Inn – Located on 20 wooded acres, just one mile outside of Chestertown, Maryland.   25227 Chestertown Road, Chestertown, MD  21620. 
• Great Oak Manor Inn–  Waterfront bed and breakfast on the outskirts of Chestertown.  
• The Inn at Mitchell House –  Located between Chestertown and Rock Hall in Kent County.  An 18th Century manor house on 12 manicured acres.
• John Stam House – Four guest rooms in historic downtown Chestertown. 114 Washington Street, Chestertown, MD.
• Lauretum Bed & Breakfast Inn –  This 1881 home sits on six acre property in Chestertown.
• Simply Bed and Bread–  Located 100 yards from the Washington College campus and a 10 minute walk to downtown Chestertown.
• Widow’s Walk Inn –  In Chestertown’s historic district.  Within walking distance of the Chester River, Washington College, shops and restaurants.
• White Swan Tavern–  A restored historic inn.