Inn in Maryland
Reasons to book
Guests love it hereGuests give this property a top rating
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About this inn
Featuring complimentary WiFi, The Oaks Waterfront Hotel offers accommodations in Saint Michaels.
Amenities
Business facilities
Shuttle available
Free shuttle available
Golf course (within 2 mi)
Concierge services
Free WiFi/internet
Free Parking
Air conditioning
Pool
Non-smoking
Gym
Heating
Bar
Balcony/Terrace
WiFi/Internet
Shared living spaces
Garden
Accessible Parking
Electric Vehicle Charging Station
Fireplace
Smoking allowed
Safe
Accessible by lift
Housekeeping available
Fire alarm
Fire extinguisher
Cleaning products
Map of Maryland
Available Rooms
Ratings and reviews
100% verified reviews9 / 10Outstanding·Sep 2026
What can I say about the Oaks? We loved our stay there. Its a beautiful place, the room was very comfortable (bed and the sheets are to die for). The staff is a 12!!! they gave us plenty of tips and they were all a delight. I also did some water boarding and kayaking. Breakfast was very good. My husband is still talking about the shrimps and grits. We had an excellent dinner here too (much better than at a famous Bistro nearby). Tip: we wanted to go during the weekend but it was fully booked, so changed it to the early week. This hotel is a wedding favourite so not possible to go during weekends during the summer.
There was 2 things that I believe can be improved. The coffee!! There is no such thing as a capuccino for breakfast or a proper coffee I had to go to the reception to get something resembling one (this one also not great but better than the one served). The other thing is that there should be a shower outside the pool. After the kayak I was full of sand and I had to ask the gardener for a hose to get cleaned.
10 / 10Outstanding·Apr 2025
Bartender in the pub was fabulous
9 / 10Outstanding·Aug 2023
The breakfast was delicious and the wait staff was attentive. We stayed for several days, so we would've enjoyed more variety in the breakfast menu. The room was cozy and beautifully decorated. The bedding was luxurious and we thoroughly enjoyed relaxing on the dock. The staff, especially Lamond, is polite, professional, and dedicated to providing an exemplary experience.
We would have enjoyed a Keurig in our room. One of us had to get dressed and venture outside of our room each morning to the lobby to grab a morning cup of coffee or tea. Additionally, it would have been great to have a small in-room refrigerator to store some snacks or beverages during our stay. Our stay at The Oaks was during the early part of the week. Unfortunately, their bar is only open Wednesday through the weekend as the venue is largely a wedding venue. The owner happened to be on-site during our stay and was more than willing to provide adult beverages well outside standard hours. We loved seeing Henry, The Oaks Waterfront K9 "fur-bassador." The venue a fantastic St. Michael's boutique inn that couples should not pass up for a romantic weekend away.
6 / 10Average·Jun 2023
Beautiful, waterfront and impeccably clean. Beautifully decorated . Comfortable bed.
No elevator to third floor with very narrow steep steps. Ice machine not working. Breakfast was just average with coffee being only luke warm. Internet is spotty.
$$$$
Top rated by guests
9.3Outstanding
(18 Ratings)
"Bartender in the pub was fabulous"
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