The Oaks Waterfront

Exceptional waterfront property offering beautifully, thoughtfully designed public and guest accommodations. The staff is very welcoming and strived to make our stay relaxing and memorable. This is our new favorite destination in the St. Michael’s area. We look forward to visiting again!

A delightful mid-week get-away from the DC area. Gracious surroundings and staff to match. Classy. We ate dinner one evening at the Oaks restaurant which was elegant but not super expensive. Only wish is that the management speed up their future plan to offer light lunches. It would make staying on site all day perfect.

We stayed at the The Oaks recently for a weekend wedding. It served as a great location for the wedding. All of the wedding events including the rehearsal dinner took place at the inn. The inn and grounds are very picturesque. The room was adequate. Since this is an older inn, some things are a bit worn but that is to be expected. One example – one of the bureau drawers had no bottom (see picture). In general, décor and things like linens were ok but nothing special, and bathroom was a bit dated. The grounds were very nice. Unfortunately we had a lot of rain during the weekend so we did not get to take advantage of the amenities such as the bikes and pool. Also since this is a smaller inn, service is a bit limited. For example, we couldn’t get in touch with anyone for extra towels one morning, and food service late at night was tough due to the small size of the inn, and the nature of smaller towns in the area. The area is very nice. We went into St. Michaels a couple of miles down the road and enjoyed the main street with nice little shops and a few places to eat. There was also a museum, but we didn’t have time to check that out. The food at the inn was quite good. The hot breakfast buffet was nice and the food at the wedding itself was good as well. Overall, it was a nice trip and a wonderful wedding.

The Oaks provided us with a fantastic experience for our weekend getaway. While the property caters to a number of weekend weddings, if you can snag one of its fewer than 20 rooms (or stop by Sunday-Thursday), you’re in for a great time! The whole hotel is brand new- the rooms, bathrooms, lobby, bar, and outside areas sparkle and are well decorated. Outside there is plenty of deck and lawn space, as well as a whole covered dock to lounge on. Inside, the lobby has a cozy fireplace and bar area to relax in. Rooms are large, bright, and our shower/bath was fantastic. As you would expect from a small boutique hotel, service is attentive and personal. The hotel manager Joe is a jack of all trades on property and goes out of his way to make you feel at home. To add to the convenience and experience, The Oaks has its own black car to drop off and pick you up from St. Michaels and other local destinations- a perfect way to get to and from dinner. Would highly recommend and we look forward to visiting again!

Our first time here and will certainly visit again. Wonderful stay in the Waterfront suite. Fabulous deck that overlooks the water. You can see why they have so many weekend weddings in the beautiful maintained landscaping. Loved that we could just grab a kayak and head out on the water at will. Also had very good included breakfasts on the patio and a great dinner experience. Only slight downside is not having a very long walking path area as the nearby street does not have sidewalks. They do have bikes you can use at will.

We had my daughter's wedding at the Oaks this past weekend. We had reception tent on the far lawn adjacent to the water. It was a perfect setting on their immaculately maintained grounds. I was concerned about flowers in the gardens in September but lots of new perennials had been planted and all looked magnificent. All of the guest rooms and cottages are newly renovated and are beautiful, comfortable and spotlessly clean. The staff is extremely friendly and helpful. The food that was served at cocktail hour was amazing and the dinner was as well. There was a roaring firepit with seating where our guests could cozy up in between dances. I could not think of a better venue for a wedding weekend. At the end of the weekend we were sad to leave but we will definitely look for an excuse to come back again. Thanks to all of the wonderful staff.