A Waterfront Eastern Shore Hotel

Surround Yourself in Comfortable Elegance
An easy trip from Washington DC and minutes from St. Michaels, Easton and Oxford, The Oaks offers spacious St. Michaels, MD accommodations, and stunning waterfront event facilities. We are close enough to make your getaway spontaneous, your conference productive, or your wedding a joyous gathering of family and friends. However, in every other sense, we’re far enough away to become your own private corner of the world. Locally owned and managed, The Oaks provides an exclusive retreat and venue with the feeling of home.

We’re proud to offer an award-winning restaurant located in town. Bistro St. Michaels provides an exceptional dining experience for our guests and the public alike.
Celebrate in Style at The Oaks
Nestled on a secluded cove on the Eastern Shore, our beautifully renovated waterfront event venue offers an unparalleled backdrop for one-of-a-kind weddings, productive meetings and joyous celebrations.

The property is entirely yours when you book a wedding. Let The Oaks and its grounds become a private place for you and your guests to enjoy a memorable celebration.

Our lavish event space in Maryland, various breakout locations and expansive outdoor space, create a quintessential setting to fulfill your agenda or celebrate your special occasion.

No detail at our renovated St. Michaels, MD hotel and event venue has been overlooked. Our sense of serenity and comfortable sophistication makes us an ideal place to get away from it all.
Enhance Your Stay
When your world closes in on you, plot an escape to ours. See our special offers and ideas to enhance your stay.