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Located directly on the Chesapeake Bay, Great Oak Manor is a historic 12 acre waterfront bed and breakfast located 8 miles outside of downtown Chestertown, Maryland. We have 12 rooms and are also an ideal venue for events and weddings.
10568 Cliff Rd, Chestertown, MD, 21620, United States
Get directionsThe Great Oak Manor offers an exquisite blend of luxury, comfort, and charm. I have stayed at The Manor several times, and the experience has always been relaxing and rejuvenating. From the moment you arrive, the warm, welcoming ambiance greets you, and the attentive staff makes you feel right at home. The food is a highly curated gastronomic experience. I've never eaten an average meal here. I highly recommend you give it a try.
This was our first visit to Great Oak Manor and we absolutely loved it! Starting with our phone call for a reservation with Corrine (who was lovely) to our arrival and weekend stay, we could not have felt more welcomed. Corrine, young Werten and Calin made us feel at home, and Mr. Werten (owner) was a pleasure to talk to. The morning breakfasts were delicious and the bar offers a wonderful way to ease into the evening. The grounds are lovely and the views of the Chesapeake Bay are terrific. We look forward to our next visit!
This is a beautiful property with a classy, elegant vibe that is perfect for fun and relaxing trips for couples or families. The building and grounds are gorgeous and there are plenty of areas to enjoy the view, including a small private beach. The staff is wonderful, Corrine and Werten are so thoughtful. They have complimentary snacks and coffee, binoculars to watch the bay, spacious rooms with beautiful views, and plenty of activities to keep you busy like a library, board games, yoga, and bikes. The breakfast is delicious... read more
Great Oak Manor has a 4.8 star rating with 394 reviews.
Great Oak Manor is open now. It is open 24/7.
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