We are happy to schedule a Virtual Tour of our beautiful event venue via FaceTime or WhatsApp. We will walk you around our private grounds, though the ballroom, and give you a peek at our newly redecorated Bridal Cottage!. 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.
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.
Services
The Oaks Waterfront Inn is the most enchanting of Eastern Shore wedding venues. A country inn tucked back along a winding road set against the backdrop of a quiet cove just off the Chesapeake Bay, The Oaks is a picture perfect setting for a Maryland waterfront wedding. Surrounded by 10 acres of scenic Maryland landscape and waterfront, The Oaks Waterfront Inn sets the perfect ambience for your celebrated occasion.
The well-appointed waterfront inn rooms and cottages at The Oaks offer romantic luxury and exceptional comfort. We also fulfill every need with thoughtful amenities and attentive service. Do as little or as much as you would like. For instance, you can relax on our Adirondack chairs and take it all in from a private veranda, or wander the lush grounds.
The setting is magical. And entirely yours. The Oaks Waterfront Inn and its grounds become a private preserve for you, your wedding party, and guests. It's all yours on the evening before, the day of, and the morning after your waterfront wedding. The beautifully landscaped grounds of The Oaks offer a wide variety of outdoor activities in a relaxing setting.
Off-site conferences, fundraising events, or corporate retreats are by definition all business. When it comes to the details of your gathering, so are we. Our picturesque conference event space, numerous breakout locations and unlimited outdoor space create a perfect environment to fulfill your agenda.
Reviews (9)
Courtney Smulovitz
Dec 15, 2021
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The Oaks Waterfront Inn is the absolute perfect wedding venue! We fell in love with it the second we walked in! The property is beautiful and the staff is so kind! We were able to take so many nice pictures on the water, in front of the Inn, and in front of their barns. It really meant a lot to us to have all of our family stay on property the entire weekend! We had our rehearsal dinner on the dock and it couldn’t have been more perfect. We got married in August, but there was a very nice breeze from the water. On our wedding day, Candi couldn’t have been more helpful! She checked in several
Kathleen Leahy
Nov 15, 2021
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Perfect place for a wedding! The Oaks was the first and only venue that my husband and I toured. Tucked away on a peaceful cove, it had everything we wanted and so much more. It’s big enough to accommodate our family and friends so that we were able to spend extra time with them, but small enough that the staff could take amazing care of us. Attentive service, delicious food, not to mention the gorgeous views from every spot on the property. We will definitely be back for weekend getaways!
Clarence Lewis
Aug 29, 2021
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Great location on the water. Very friendly accommodating staff. Excellent complimentary breakfast. My accommodations were on the top floor was very comfortable & clean with water and front views, and a private deck facing the creek. Price are reasonable. I'd definitely stay again. The entire facility was well maintained and clean.
Maryanne Forte
Jul 21, 2021
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Beautiful old inn on the Oak Creek minutes away from St. Michael's. The setting is very pretty - Adirondack chairs facing the creek - a perfect place for reading, coffee, chatting....
There is a canoe to take out on the creek and bicycles/helmets available for exploring the area. Nothing fancy - but definitely serviceable!
The rooms were very clean - not over-the-top fancy, but comfortable and had everything we needed. Delicious cookies were left in the room when cleaned. Coffee, tea, soda and water are available 24/7.
Breakfasts were delicious - choice of 3 options and were prepared and presented
There is a canoe to take out on the creek and bicycles/helmets available for exploring the area. Nothing fancy - but definitely serviceable!
The rooms were very clean - not over-the-top fancy, but comfortable and had everything we needed. Delicious cookies were left in the room when cleaned. Coffee, tea, soda and water are available 24/7.
Breakfasts were delicious - choice of 3 options and were prepared and presented
Gina Johnson
Jun 20, 2021
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Johan Spijker
Jun 07, 2021
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Very lovely place on the water with owners on property who help ensure a gracious stay. Wonderful breakfasts, very special smoothies and helpful hints from staff for those of us from out of town. Can't imagine a more special spot for our 48th anniversary. Thanks all for a great stay and would very highly recommend.
Catherine Price
Apr 14, 2021
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The Oaks was a wonderful place to stay. The staff was very welcoming and helpful. The room was warm and inviting and very comfortable. It was a pleasant surprise to find the bathroom so modern and large as the Inn dated back to mid 1700's. Breakfast was outstanding. Anyone would be greatly surprised at the outstanding experience of staying at The Oaks Waterfront Inn!
Erin Ruddy
Mar 14, 2021
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Perfect romantic getaway! My fiancé and I stayed this past weekend and were blown away by the quiet, peaceful place and service. You can tell that the staff truly takes a lot of pride in this beautiful inn. The breakfast each morning was the perfect amount of food and delicious. We really enjoyed the complimentary canoes on site as well as the Adirondack chairs overlooking the water. Our room
very clean and had a good size bathroom. We loved that we had a gas fireplace in the bedroom!
The quaint town of St.Michael’s was a short 5 minute drive away. Highly recommend!
very clean and had a good size bathroom. We loved that we had a gas fireplace in the bedroom!
The quaint town of St.Michael’s was a short 5 minute drive away. Highly recommend!
Debbie Billings
Jul 26, 2020
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Wow! I can't believe that last review! A friend and I just stayed there this week. We were so impressed. Our room was spacious and spotlessly clean. The setting was so peaceful and serene. We loved sitting on the deck looking out over the beautiful waterfront. Breakfast was delicious. It started with a strawberry, banana, basil Smoothie. Then, a mini blueberry muffin and biscuit. We had a choice of a mushroom omelet or a Belgium waffle with fruit. Both came with sausage. The breakfast menu changes daily. The weather was hot so we spent a lot of time in the pool! We thoroughly enjoyed our stay and
