The Eastern Shore Hotels

Great Oak Manor

  • 10568 Cliff Rd. Map It
  • Chestertown


  • Stunning waterside location


  • Formal period decor may be stuffy
  • Cancellations must be made 14 days prior to arrival
  • Cell phone coverage is spotty

Published 08/08/2014

Fodor's Review

On 12 acres sloping gently to a gazebo on the edge of its private Chesapeake beach, this stately 18th-century Georgian brick manor house provides a taste of Eastern Shore gentility. Its antique furnishings and Oriental rugs, along with an airy sunporch, re-create a bygone era. Of its 11 impeccably decorated guest rooms, five have working fireplaces. The manor's formal library is well stocked with both books and films. If needed, guests are provided transportation to the restaurant of their choice for dinner. Golf and tennis are available at neighboring Great Oak Landing.

Hotel Information


10568 Cliff Rd., Chestertown, Maryland, 21620-4115, United States

Map It


800-504–3098; 410-778–5943; 877-502–6892


Hotel Details:

  • Credit cards accepted
  • 11 rooms
  • Rate includes: Breakfast

Published 08/08/2014

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