Hotels near Saint Michaels, MD

“We stayed at this bed-and-breakfast for two nights and three days and had a lovely time. It is just shy of Saint Michael’s so it’s a really quick trip into town from the location. The staff was super friendly, kind and helpful. We will definitely stay here again. We celebrated our anniversary here and had a terrific time. Can’t wait to come back.”

“We had zero problem with this stay and would come back. Quite frankly some of the reviews for this motel are over the top dramatic and I think you need to keep in mind the price point when booking this motel. You're not going to get a five star Fours Seasons type luxury hotel for what your paying to stay here. Be realistic. It is an excellent value for service, cleanliness, and location.

The most important thing to me is cleanliness. The room was spotless. No bedbugs and the bathroom, towels and sheets were clean. Is the hotel dated in some regards? Absolutely, but again, the price point. Saying that, the carpet wasn't in the best condition, this seems to be a common complaint, but it was clean. The maid came around every day and left the our room cleaned.

This is a motel, so it's one level on ground level. Did a fly out two come in during our stay? Yes. This seemed to be a common complaint as well, but this is not the hotel's fault. This was a result of leaving the door open to unpack or whatever else. I'm sure flies come into your home unintentionally too and you wouldn't like people calling your home dirty. I think it's unfair to mark the hotel down for that. It's not like the room itself was attracting them as some of these reviews eluded to. There was a strong smell of sulfur when initially turning the faucet on or taking a shower, but this passed and did not linger.

We didn't get to use the pool because of the weather, but that looked well kept. We also didn't get to enjoy the free breakfast during our stay because we went right into town each morning, so I can't comment on that either.

The men in the lobby were kind and they shared their knowledge of the area with us. The location of this hotel is perfect. It's a three to five minute drive into town where parking is free.

I would stay here again. It's clean and close to town.”

“Our wedding at The Oaks Waterfront Inn was truly a dream come true!! From the moment we stepped onto the property, we were blown away by its charm, peaceful beauty, and stunning waterfront views. It’s one of those rare places that feels both elegant and intimate, and it created the perfect backdrop for our entire wedding weekend.

The staff at The Oaks went above and beyond to make everything seamless. They were kind, professional, and incredibly attentive to every detail, which allowed us to fully relax and enjoy every moment. Even during our tasting, they made the experience so memorable by giving my now husband and I a room for the night, which was such a thoughtful and personal touch that meant so much to us.

Having everything in one place from the rehearsal dinner and welcome party to the ceremony and reception made the weekend feel so connected and meaningful. The on-site accommodations were cozy and welcoming, and sharing the property with our closest friends and family made the experience even more special. Our guests are still raving about how beautiful and unique the venue was.

We can’t recommend The Oaks highly enough! It gave us the most unforgettable weekend of our lives, and we’ll always be grateful for the incredible memories we made there!”

“We had a great time at this perfectly located quaint inn. My review is 5-stars. The 5 stars are not for complete luxury or top of the line amenities. The 5 stars are for what you dont get here, no traffic noise, totally surrounded by nature, an inn that is lost in times past, owners that are committed to the rural and rustic character of the property, and modernity. We had full views of sunrises and sunsets for two days. Tons of wildlife such as birds, deer, rabbits, foxes, etc. The room was perfectly decorated as it must have been 100 years ago. The owners were very accomodating and helpful. We cant wait to go back.”

“For the price it’s a great place to stay for a weekend. I was in the area for a wedding and it was right before the bridge to Tilgman island. They have a continental breakfast included and you can rent bikes for free. I loved waking in the morning and having breakfast at the tables outside overlooking some beautiful flowers. There were some bugs in the room but it’s expected since I had a front and back door I was going in and out of.”

“When we visited Wylder Tilghman Island to see if it might be a venue contender for our wedding, it was the most beautiful June day on the Eastern Shore. The weather was perfect - sunny, blue skies, and a cool breeze - and we knew it would make the perfect place to welcome our family and friends and to celebrate our wedding.

Over the next several months we worked with staff from Wylder, primarily Alyssa, in planning our wedding with our wedding planner, Christine McFarlane. Alyssa was responsive to our questions and advocated for us to management regarding different negotiation points and contract questions. She was professional and kind all while making it clear that she wanted to work with us to host our wedding at Wylder.

As our wedding approached, we participated in a tasting at Wylder and at that time Alyssa shared with us that she would actually miss our wedding as she would be on parental leave. This made me nervous, reasonably so, as the woman who we had been coordinating everything with, wouldn't be there to help execute our big day. Alyssa maintained strong communication in the weeks ahead and ultimately connected us with KD, who would be our contact moving forward.

KD was excellent. She continued the strong communication style first exhibited by Alyssa and even proactively caught a few minor things for us to handle in advance of our arrival to Wylder for our wedding weekend. I should also mention that our wedding was KD's very first wedding at Wylder but you would have never known. She had a command of the space, back up plans for back up plans, and a warm demeanor that made us feel at ease.

When we arrived at Wylder for our wedding weekend, KD was present and available. She attended our rehearsal and worked with Christine to discuss rain plan options. We even hosted our rehearsal dinner and welcome party on site, and the staff were attentive and personable. On the day of our wedding, it began pouring rain about 15 minutes before our ceremony was set to begin. KD and Christine quickly pivoted our ceremony and cocktail hour locations and they went off without a hitch. The best part was that I didn't even need to be involved because I trusted them implicitly to handle the change. And while it wasn't the Eastern Shore day we saw when we first visited, the moody skies and covered pavilion made the perfect setting for our wedding ceremony. Throughout the reception and after party, KD checked on my husband and me, but not in an overbearing way, and the other staff, specifically Chef Chris, Charles, and Keith, were absolutely wonderful. It's also worth mentioning that Chef Chris' food is delicious and he will work with you to design menus that work for you and your guests.

We had the very best experience hosting our wedding at Wylder Tilghman Island. If you have the opportunity to host a wedding or event there, do it; the venue and the staff are incredible!”