The Oaks Waterfront Inn is located in Maryland on a cove off the Chesapeake Bay, just an hour from Annapolis and minutes from St. Michaels, Easton and Oxford. We offer spacious guest rooms and stunning waterfront event facilities. We are close enough to make your getaway spontaneous, your conference productive, 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.
The Oaks Waterfront Inn is located in Maryland on a cove off the Chesapeake Bay, just an hour from Annapolis and minutes from St. Michaels, Easton and Oxford. We offer spacious guest rooms and stunning waterfront event facilities. We are close enough to make your getaway spontaneous, your conference productive, 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.
Choose the quiet seclusion of The Oaks for focused, productive meetings. Our charming event space, many breakout locations and unlimited outdoor space creates a perfect place to fulfill your agenda.
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.
This enchanting Inn is the perfect getaway place to stay for a few days of rest and relaxation.
Anne C.–Tripadvisor
Friendly atmosphere, quaintness, excellent service. The breakfast was wonderful, the grounds were beautiful, the room was amazing, the fireplace was a nice surprise. Stayed an extra day.
Lorring–Booking.com
I have been traveling across the country for the past 30 years, and I can honestly say that this was the most memorable lodging experience that I've ever had. The inn keeper was very friendly and welcoming. I felt like I was visiting family. I will be returning soon.
Derek–Booking.com
“Our family and friends made a mini vacation out of it. Our wedding was truly beyond our wildest dreams!"
Dana–Wedding Wire
“Our guests raved about the beautiful location, scenery, amazing service and romantic atmosphere”
Lisa–Wedding Wire
“Our families and the entire bridal party stayed at The Oaks with us – which made the weekend even more special”
Anynomous–The Knot
“From the first time we walked through the front door – we were enamored with The Oaks and all of the staff”
Anynomous–The Knot
“Thinking back to the weekend still brings smiles to our faces and will for years to come”
Anynomous–The Knot
“All of our guests were beyond impressed with the venue, service and quality. It could not have been a more perfect weekend for us”
Jessica–Wedding Wire
“You must visit this venue in person. Photos cannot fully explain the intimacy and perfection of this wedding gem”
Natalie–Wedding Wire
“The Oaks Family will forever be in my heart for making our wedding day so perfect”
Anynomous–Wedding Wire
Located in a cove just off the Chesapeake Bay, The Oaks is the perfect waterfront wedding venue in Maryland. Our skilled and talented wedding and event coordinators will assist you every step of the way. For instance, we’ll help with your wedding ceremony, reception, rehearsal and rehearsal dinner. We can also provide everything you need in a single stress-free setting. Whether planning locally or planning an Eastern Shore wedding from a distance, we will stay in close contact 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 place for you, your wedding party and guests. It’s all yours on the evening before, the day of, and the morning after your special day.
Located in a cove just off the Chesapeake Bay, The Oaks is the perfect waterfront wedding venue in Maryland. Our skilled and talented wedding and event coordinators will assist you every step of the way. For instance, we’ll help with your wedding ceremony, reception, rehearsal and rehearsal dinner. We can also provide everything you need in a single stress-free setting. Whether planning locally or planning an Eastern Shore wedding from a distance, we will stay in close contact 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 place for you, your wedding party and guests. It’s all yours on the evening before, the day of, and the morning after your special day.
We are excited to be open and welcoming guests to our beautiful waterfront property. We are dedicated to making your stay safe and memorable… For the best room rates – email us at info@the-oaks.com or call us directly at 410-745-5053.
