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  USA : Maryland : Chestertown

  Great Oak Manor Inn
Great Oak Manor Bed & Breakfast is situated on 12 peaceful acres with a commanding view of the Chesapeake Bay, on Maryland's Eastern Shore. The Bed and Breakfast Inn features an expansive terrace offering exquisite views of the Chesapeake Bay. Lounge chairs are provided for those who wish to cozy up with a book or to just sit and watch the sunset.
View Listing Email Innkeeper Availability
Visit our website at:
  http://www.greatoak.com  
Great Oak Manor Inn, Chestertown Maryland (MD)
Great Oak Manor Inn



Great Oak Manor Inn
Great Oak Manor Inn, Chestertown Maryland (MD)
Great Oak Manor Inn



Great Oak Manor Inn
Great Oak Manor Inn, Chestertown Maryland (MD)
Great Oak Manor Inn



Great Oak Manor Inn
Great Oak Manor Inn, Chestertown Maryland (MD)
Great Oak Manor Inn



Great Oak Manor Inn
Great Oak Manor Inn, Chestertown Maryland (MD)
Private Beach

Enjoy walking or swimming at our private beach. If you are lucky you may see our Blue Heron fishing off the beach. Bald Eagles fish here daily along the cliff. Our early bird guests enjoy the wildlife.

Private Beach
Great Oak Manor Inn, Chestertown Maryland (MD)
~On The Lawn~

If sand is not your pleasure then maybe a respite on the lawn overlooking the bay is for you.

~On The Lawn~
Great Oak Manor Inn, Chestertown Maryland (MD)
Front Lawn on the Chesapeake

Relax in the Adirondack chairs and enjoy the views, bring a book or a bottle of wine and unwind.

Front Lawn on the Chesapeake
Great Oak Manor Inn, Chestertown Maryland (MD)
~The Library~

Our Library, where one can relax and enjoy a book from our extensive collection.

Great Oak Manor offers a private and secluded setting on the Chesapeake Bay for that "get-a-way from it all" feeling in a magnificent 1700's style country estate with several comfortable common rooms. Our Library, where one can relax and enjoy a book from our extensive collection.

~The Library~
Great Oak Manor Inn, Chestertown Maryland (MD)
~Chesapeake Room~

A common room for games, TV or movie watching.

~Chesapeake Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
~The Music Room~

One of the comfortable, elegant, grand, public rooms ... set with fine art and period decor. Many guest artist are featured here at Great Oak Manor during the year.

~The Music Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
~Dining Room~

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!

~Dining Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
Main Hall

Our beautiful woodwork is evident here on the first floor hallway. Hand carving are above the doorways leading to the library and the diningroom. Every morning coffee is served here, convenient to the dining room and waterside patio.

Main Hall
Great Oak Manor Inn, Chestertown Maryland (MD)
~Spring At The Manor House~

Enjoy walks around our manicured 12 acres, filled with boxwood gardens and beautiful flower gardens

~Spring At The Manor House~
Great Oak Manor Inn, Chestertown Maryland (MD)
~Marmaduke Guest Room~

The Marmaduke Guest Room overlooks the Bay. Named after the first land grantee from Lord Baltimore, this large, sunny and elegant guestroom has a King Bed, with a feather topper, a fireplace & large private bath. This was the original master bedroom.
~Marmaduke Guest Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
~The Geddes-Piper Guest Room~

A waterview room on the 3rd floor with a raised interior balcony to view the Chesapeake Bay. Perfect place for a morning cup of coffee or afternoon cocktail.
~The Geddes-Piper Guest Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
~The D'Oench Guest Room~

A deluxe water view room, the D'Oench Guest Room. Named after the first owner of the manor house - this room is situated in the center of the house on the second floor overlooking the bay. Three large windows give you a commanding view.
~The D'Oench Guest Room~
Great Oak Manor Inn, Chestertown Maryland (MD)
~Wickes~

An Estate view room with a fireplace, large private bath and walk in closet,this room is named for Captain Lambert Wickes skipper of the 16 gun Sloop that carried Benjamin Franklin to France. Beautiful views of the Estate compliment this already outstanding room.
~Wickes~
Great Oak Manor Inn, Chestertown Maryland (MD)
~The Caulk Room~

Deluxe waterview guest room. Lovely sitting area, king size bed with feather topper, and private balcony to ponder & relax your weary bones.
~The Caulk Room~

View Listing Email Innkeeper Availability
Visit our website at:
  http://www.greatoak.com  

Accommodations
Rate: $165-$310
Rooms: 11
Suites: 2
Handicap Accessible
Children ages 16+
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