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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February 02, 2026
cnt1977Perfect getaway!
This was an absolutely incredible stay. The hotel is beautiful and clean. The food was delicious and the staff was top notch. They went above and beyond! I loved my stay.
Read MoreFebruary 02, 2026
Natashia DHeavenly
Heavenly. The snow, the geese, the warmth of the fireplaces burning inside. The friendly and attentive staff, the cozy room and especially the views. It felt like living inside a great holiday movie...
Read MoreJanuary 31, 2026
Odyssey60826147385Gorgeous
This is a gorgeous inn with well appointed spacious rooms and beautiful grounds. Delicious food and lovely staff. Highly recommend!
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