Great Oak Manor MD 21620

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Austin Graff

If you want to escape the city life, drive 1.5 hours from Washington, D.C. to this 1940 manor along the bay. Inside a mansion that feels like a scene out of the Great Gatsby, Great Oak Manor was my home for a one-night stay on a Sunday to Monday. Here’s my experience. 1) Check-In: Once you roll up, a sign directs you to their grand entrance. Park your car, check in, and someone on staff moves your car to the parking lot. Check in is smooth and comes with an old school room key and a card to access the wine area where you can enjoy several kinds of white and red wines. 2) Rooms: There are twelve rooms and suites inside the manor and one carriage house attached in the newer addition to the manor. I stayed on the second floor in the Marmaduke room with views of the water. It’s a spacious room with a comfortable king bed, plenty of storage, strong WiFi, outlets everywhere, an iron, robes, and toiletries like mouth wash. The room lets in natural light and the blinds keep the light out at night. 3) Property: The manor comes with a library with many good reads and games. There’s a bar and a dining room run by an award-winning chef that creates delicious breakfast, lunch, and dinner for guests. There’s a snack area with coffee, snacks, chocolate, wine, and more that’s open 14/7. Outside is a large lawn with outdoor games, a hammock, a fire pit, chairs, and a private beach. It’s a perfect place to watch the sunset. 4) Service: Everyone I interacted with was professional, friendly, and remembered your name and story. I felt like family. 5) Area: Chestertown is 15 minutes away with lots of history, stores, and restaurants to explore.

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Michael Nagy

Tranquil place to decompress. Beautiful surroundings, bird watching, or just sit and listen to the waves and the wind rustling the leaves. Excellent service, great dinner, lunch,and breakfast options. Just love the place and the beauty of the natural setting. Great place to let the mind wander and let yourself get pampered. They have thought of every detail in advance, including sunscreen and bug spray... snacks too! Everyone is so friendly and helpful. Wish I could have stayed longer.

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Brenda Gill

The 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.