Great Oak was built at a time when grandeur was more important than cost, when craftsmen were artisans and when houses were built to last for generations to enjoy. The Manor was built in the tradition of the 18th Century with bricks from the ballast of W.R. Grace sailing ships. A relaxing and memorable Bed & Breakfast on Maryland's Eastern Shore.
Great Oak was built at a time when grandeur was more important than cost, when craftsmen were artisans and when houses were built to last for generations to enjoy.

The Manor was built in the tradition of the 18th Century with bricks from the ballast of W.R. Grace sailing ships.

A relaxing and memorable Bed & Breakfast on Maryland's Eastern Shore.
 

Contact Information

Great Oak Manor Bed and Breakfast
Great Oak Manor, Chestertown, MD - Inn
Great Oak Manor
10568 Cliff Rd
Chestertown, MD 21620-4115
USA
Phone: +1-410-778-5943
Fax: +1-410-810-2517
Toll-free: +1-800-504-3098
Innkeeper(s)
same as above
Rates:
$165 - $310
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Great Oak was built at a time when grandeur was more important than cost, when craftsmen were artisans and when houses were built to last for generations to enjoy. The Manor was built in the tradition of the 18th Century with bricks from the ballast of W.R. Grace sailing ships. A relaxing and memorable Bed & Breakfast on Maryland's Eastern Shore.A great getaway. The Chesapeake room is one of six common rooms available to our guest, for evening Port and Sherry, reading one of our 825 books, games, TV or movie watching, or simply relax by a winters fire.
The Conservatory, with west facing glass enclosure you can view the sunsets year round.Sitting with views of the bay, this elegant fireplace dining room features a full breakfast with Manor-baked muffins, hot entree, cereals, yogurts, and always fresh fruit. Welcome!
The Marmaduke Room - named for the first land grantee from Lord Baltimore overlooks the bay and is one of our deluxe waterviews with a king bed, sitting area, private bath and fireplace.D'Oench a deluxe waterfront room with king bed, fireplace expansive water views, sitting area, large private bath, and like all of our rooms equiped with luxury bathrobes hair dryers, irons and ironing boards. Come and relax.
Hodges, with a four posted queen, fireplace and large private bath is a great estate setting at a reasonable price.The Roese suite is two rooms. One with a king bed and writing area with desk. The other is a gracious living room with fireplace, sofa and sitting area with television and lots of light. The cathedral ceiling private bath and walk in closet add to this suites elegance.
The Roese suite is two rooms. One with a king bed and writing area with desk. The other is a gracious living room with fireplace, sofa and sitting area with television and lots of light. The cathedral ceiling private bath and walk in closet add to this suites elegance.