The Oaks Waterfront Hotel
A well-appointed and newly renovated luxury inn, with waterfront event space.
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Google Reviews
Richard MauerWe were lucky enough to spend a two night getaway to The Oaks in mid August. Everything was perfect. The manicured lawns and garden were just beautiful. The rooms mere immaculate and well appointed. The included breakfasts had about 8 tasty choices served in the dining room or on the outdoor porch. The Oaks is pretty booked for weddings on the weekends but has rooms available during weekdays. Day trips to St. Michaels, Oxford and Easton.
Aug 16, 2026 · Google Review
Liz McCannWe had an amazing stay. It was very relaxing and the food was excellent.
Aug 4, 2026 · Google Review
Kristen KatzThe Oaks is truly our family’s happy place. The peaceful waterfront setting, amazing food, and incredible staff make every visit feel special. From relaxing by the water to bike rides on the cruisers , every moment here is unforgettable. We leave feeling refreshed every time and can’t wait to come back. If you’re looking for a peaceful getaway on Maryland’s Eastern Shore, this is it.
Jul 25, 2026 · Google Review
MichelleMy husband and I just stayed at The Oaks for a quick overnight get away and it was wonderful. Right from the start, as we arrived, we admired the beautifully kept grounds. Meticulously manicured lawns and landscaping were so lovely. Then, as we entered into the hotel, we were warmly greeted and welcomed. We were given a quick tour and shown our room. So kind and friendly. Next, we had a little drink at the bar while we were waiting to leave for a reservation in downtown Easton. Super tasty cocktails! And the manager offered to arrange for us to use their shuttle for our drive to and from dinner. Our driver was awesome, so accommodating and friendly. Our room was so clean and relaxing. So comfortable! And then to finish up with a super delicious breakfast the next morning while enjoying the view.. it couldn’t have been a better night away for us. We are already planning to go back with our grown children, they will love it too! Thanks so much!
Jul 12, 2026 · Google Review
Joe CarrilloWe decided to spend a few days in St Michael’s Island and found The Oaks Waterfront Hotel. My goodness the stay was outstanding, from the moment we arrived and checked in with Linda and Terry’s tour of the property. Everyone we encountered were knowledgeable about the property and unbelievably friendly staff. Sitting on the pier with the amazing cocktails that our bartender made (I wish I could remember his name), nightcaps on the deck and the delicious breakfast. I had the tostada which was probably one of the best versions of huevos rancheros I have ever had. The Belgian waffles, French toast outstanding. It is truly a gem of a hotel. It’s clear it’s operated well and it was spotless. Lived the heated floors in the bathrooms. Wow, who would have thought that would be such a highlight! The complementary shuttle service was the biggest add! The only regret we had was not having dinner at the hotel. But we will definitely be back. Thank you for an outstanding experience!
Jul 12, 2026 · Google Review
Mary Ann KmetykBeautiful waterfront, outstanding service and delicious food, so what's not to like! Set in a semi-rural area of St. Michaels, this is a quiet place, perfect for relaxing and unwinding. You never have to leave but it's close enough to drive a few miles to St. Michaels or Easton for shopping or other activities. Loved waking up to the sound of birds and nothing else! The outdoor pool was pristine, the multiple decks meant we had the space to ourselves and the interior design and furnishings are beautiful. The staff was amazing in their responsiveness to our needs and the breakfast and dinners we had were equivalent to those of a high end restaurant without the pretense. A special thanks to Linda W, Terry, Heidi and Yevy for extraordinary service. We're looking at dates to return in September and we can't wait!
Jun 30, 2026 · Google Review