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

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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

April 09, 2026

Kara B

Perfect Relaxing Getaway

I searched East Coast weekend getaways and hit a home run. From the minute we pulled up to the front door until we left we experienced the warmest hospitality, delicious food and very comfortable...

March 31, 2026

stmccalla

Excellent, welcoming

My stay at Great Oaks Manor was excellent. It is an intimate gem with impeccable, personalized service and thoughtful design details. And, the food is excellent!

March 30, 2026

mwimes

A Serene Retreat

I have participated in an annual women’s retreat here for the past four years. The moment I walk into the door, I feel at peace and serenity takes over. From the staff who pay such attention to...

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