Experience The Oaks


Located in Maryland on a cove off the Chesapeake Bay, just an hour from Annapolis and minutes from St. Michaels, Easton and Oxford, The Oaks Waterfront Inn offers spacious guest rooms and extraordinary waterfront event facilities. We are close enough to make your getaway spontaneous, your conference productive, your wedding a joyous gathering of family and friends. And yet, 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 still have 2018 dates available. Please call for your private tour to discuss your dream wedding! 410.745.5053


On a secluded cove with a destination feeling, our location offers privacy and exclusivity for up to 250 guests. Together we will help you create an experience that will delight you and your guests.

Our lodging choices include graciously appointed guestrooms, some with panoramic waterviews, most with whirlpool tubs and gas fireplaces, and a separate guest cottage on the water.

Choose the quiet seclusion of The Oaks for focused, productive meetings. Our picturesque event space, numerous breakout locations and unlimited outdoor space create a perfect environment to fulfill your agenda.

Specials and luxurious add ons

When your world closes in on you, plot an escape to ours. Pack up and leave on a whim. In no time at all you can be here in our refuge, where our world will seem light years away from yours. Click below for our specials and ideas to enhance your stay.


Weddings at The Oaks


The Oaks is a full service venue that was made for weddings. Our experienced and talented wedding and event coordinators will assist with every step of your wedding ceremony, reception, rehearsal and rehearsal dinner. We provide everything you need in a single stress-free environment. Whether planning locally or planning a Maryland Eastern Shore destination wedding from a distance, we will stay in close communication with you as the details of your special day draw near. The setting is magical. And entirely yours. The Oaks and its grounds become a private preserve for you, your wedding party and guests on the evening before, the day of, and the morning after your celebration.


Contact Us Regarding Your Wedding Today!

Waterfront Wedding Venue in Maryland | Photography by Laura's Focus