Great Oak Manor

Name: Great Oak Manor
Address: 10568 Cliff Rd, Chestertown, MD, 21620, US
Telephone: 800-504-3098

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.

Location

10568 Cliff Rd

ChestertownMD21620

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Contact

US Toll Free: 800-504-3098

Map

Eastern Shore

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

November 17, 2025

Helen M

Awesome visit!

Our first time staying at Great Oak Manor...we will be back. The setting, rooms, common areas, management and the grounds are awesome. Great breakfast and service! So peaceful.

September 16, 2025

ARCHIE G

Lovely and enjoyable

Immensely enjoyable: clean, spacious, knowledgeable staff, quite helpful. We would absolutely return for a longer stay.

September 01, 2025

Heather Z

Excellent place to relax and stay! We will definitely be back!

We absolutely loved everything about our stay. Food was amazing, staff was amazing and the grounds and manor were amazing! A++

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