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.
Map
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June 01, 2026
Discover699073Weekend couples retreat
This place is a hidden gem! The food was delicious, the accommodations were luxurious and the staff were attentive, professional and accommodating.
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May 29, 2026
Trip46764710307Amazing Anniversary Celebration at Great Oak Manor!
My husband and I decided to celebrate our special wedding anniversary at Great Oak Manor. Located along Maryland Eastern Shore, Great Oak Manor is without question one of the most beautiful...
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May 16, 2026
W88virginiaMaking Memories
We had such a wonderful stay at Great Oak Manor. Every detail was thoughtfully done, from the incredible food and drinks to the warm hospitality that made us feel like family. Cameron and Corine...
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