Our circa 1748 waterfront property offers a variety of St. Michaels, MD accommodations that offer a romantic setting, luxurious appointments, and exceptional comfort. The Oaks aims to fulfill every desire with attentive service and thoughtful amenities that include king and queen beds, modern bathrooms with heated floors, robes, hairdryers, steamers, Apple TV, individual climate control, and Wi-Fi. Select rooms and all cottages feature added indulgences like soaking tubs, private patios and water views. Along with stunning views of Oak Creek, mornings bring a hot breakfast served in the dining room, or take a cup of coffee out to the terrace for a better view of the water. Come relax in the tranquil beauty of Maryland’s Eastern Shore and enjoy the gracious hospitality of our St. Michaels, MD hotel.
Deluxe Rooms
Choose from eight in-house rooms featuring king or queen beds and luxury baths with heated floors. All rooms include our standard amenities including complimentary Wi-Fi and a hot breakfast. Select rooms feature water views.








Suites
For more space, choose from three in-house suites featuring king beds, luxury baths with heated floors, and water views. All suites include our standard amenities including complimentary Wi-Fi and a hot breakfast. Select suites feature soaking tubs and private patios.




Private Cottages
Our four luxury waterfront cottages boast king beds and large bathrooms with heated floors, soaking tubs and spacious walk-in showers. They all offer private patios with water views and kitchen facilities, and include all of our standard amenities including complimentary Wi-Fi and a hot breakfast.



