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Accommodation and other resources in Chestertown, Maryland, USA















    Accommodation


  • Brampton Bed and Breakfast Inn – Brampton Bed and Breakfast Inn is a romantic bed and breakfast located on Maryland’s Eastern Shore in the quaint town of Chestertown.

    Minimum price per night per room: 175 €

    Contact us at:
    25227 Chestertown Road
    Chestertown, 21620
    USA
    410-778-1860
    innkeeper at bramptoninn.com
  • Great Oak Manor – There is a special place just waiting for you on the Chesapeake Bay on Maryland’s Eastern Shore. Located minutes away from Chestertown, Great Oak Manor is a magnificent country estate built in the Georgian Style. It is a charming Chestertown Bed and Breakfast with twelve guest rooms and a fabulous family style accommodation in addition to spacious common areas, a private beach, and watersports.

    Minimum price per night per room: 118.33 €

    Contact us at:
    10568 Cliff Rd.
    Chestertown, 21620
    USA
    (410) 778-5943
    info at greatoakmd.com
  • The Imperial Hotel & Restaurant – Built in 1903 and renovated in 1985, an unpretentious hotel became the winner of a Restoration Project Award from the Maryland Trust for Historic Preservation.
  • The Inn at Mitchell House – This pristine 18th-century manor house sits as a jewel on 10 acres overlooking Stoneybrook Pond. The six guest rooms, with parlors and numerous fireplaces, provide a casual and friendly atmosphere. Handsome polished wide-board floors add to the colonial decor.
  • The Widow's Walk Inn – Located in Chestertown's Historic District, on Maryland's upper Eastern Shore. Situated on High Street, in view of the meandering Chester River, it is within short walking distance to many fine old homes and buildings of historic significance.



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