Great Oak Manor
Great Oak Manor is a newly renovated 12-room Georgian-style luxury boutique hotel located on an oasis of stately trees and expansive lawn on Chesapeake Bay a few miles from the quaint village of Chestertown in Kent County on Maryland's Eastern Shore.
Hours
See website for hours.
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June 14, 2025
Dennis TVery enjoyable stay
My wife and I truly enjoyed the great oak manor the staff was extremely friendly and helpful. The chef’s food was amazing we had a fabulous dinner and breakfast. We highly recommend staying here...
Read MoreJune 11, 2025
William DPerfect weekend.
Staff was wonderful, food was delicious and room was perfect! Just what my fiancé and I needed. Chestertown is lovely as well, but one could spend the whole weekend on the property and be happy. We...
Read MoreJune 08, 2025
Annemarie CBeautiful, Relaxing And Plenty of Amenities
My husband and I just spent two nights at the Great Oak Manor. It was our first visit and we will definitely return. Surrounded by so much beauty including the bay wth a private beach, it is a...
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