Great Oak Manor

Name: Great Oak Manor
Address: 10568 Cliff Rd, Chestertown, MD, 21620, US
Telephone: 410- 778-5943

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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.

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Location

10568 Cliff Rd

Chestertown, MD
21620

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Contact

Local Phone: 410- 778-5943
US Toll Free: 800-504-3098

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Eastern Shore

	ADA Accessible Breakfast Available Catering Available Free Breakfast Free Parking Free WiFi Group-Friendly Meeting Facilities Number of Rooms 12 Weddings

October 02, 2026

Paul N

Great Visit to Great Oak Manor

I visited Great Oak many years ago now and always enjoyed the stay. What's not to love about sitting right on the Chesapeake Bay sipping wine in a quiet comfortable chair. However, the new owners...

September 14, 2026

Dena L

Fabulous time!

Great service and beautiful accommodations! So well appointed and beautiful room, this is our second stay and we will be back!

September 11, 2026

Anne-Lise A

An idyllic getaway

An idyllic, peaceful and cosy getaway, tastefully decorated, with beautiful grounds on the Chesapeake Bay. From the warm welcome on arrival to delicious cocktails and dinner and our very comfortable...