Easton, Maryland
Easton, Maryland

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.

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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.

Bed with seating area and luxury robe at modern Maryland hotel

Room 20

Queen Bed | 2nd Floor | Walk-in Shower
King bed in luxury inn with 5 star style in Room 21

Room 21

King Bed | 2nd Floor | Tub/Shower
queen bed

Room 22

Queen Bed | 2nd Floor | Walk-in Shower
Bed and two plush chairs in Room 23 at luxury Maryland hotel

Room 23

King Bed | 2nd Floor | Walk-in Shower
King bed with A/C unit in Room 25 in luxury Maryland boutique hotel

Room 25 – ADA

King Bed | 2nd Floor | Roll-in Shower
Two beds in Room 28 in spacious guest room on the Eastern Shore

Room 28

2 Queens | 2nd Floor | Walk-in Shower
Room 30 bed with blue chair and desk

Room 30

Queen Bed | 3rd Floor | Walk-in Shower
King bed in Room 32 with blue chair

Room 32

King Bed | 3rd Floor | Walk-in Shower

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.

King bed and living area in spacious Junior Suite 29 at The Oaks

Junior Suite – Room 29

King Bed | 2nd Floor | Walk-in Shower
Seating area in sunny Junior Suite 33 at luxury Maryland inn

Junior Suite – Room 33

King Bed | 3rd Floor | Walk-in Shower
Dining table to waterview deck in Waterfront Suite

One Bedroom – Waterfront Suite

King Bed | 2nd Floor | Soaking Tub & Shower
Special touch at The Oaks
Enhance Your Stay
With a Special Package or Add-on

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.

Living room in Cottage 1 with fireplace at luxury hotel with water access

Cottage 1

King Bed | 1st Floor | Waterview | Kitchen
Modern bedroom in modern farmhouse cottage at waterfront resort in MD

Cottage 2

King Bed | 1st Floor | Waterview
Living room in private Cottage at The Oaks hotel

Cottage 3

King Bed | 1st Floor | Waterview
Exterior of white modern farmhouse Cottage at The Oaks inn and venue

Cottage 4

King Bed | 1st Floor | Waterview

Fern in pot on dark wood side table
Gold bath handle in luxury hotel bathroom
Yellow tulips on table in luxury accommodations at St. Michaels waterfront inn

 

Water inlet at waterfront wedding venue and hotel in Maryland