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    Quality Suites

    2.7 (15 reviews)
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    Brampton Bed and Breakfast Inn

    Brampton Bed and Breakfast Inn

    (47 reviews)

    $$$

    Brampton 1860 is one of those rare places that actually delivers on the promise of escape. From the…read moremoment we arrived, the world outside faded away. We stayed in Marley's Cottage and it was incredible. The red door entrance from our parking space felt like stepping into a secret hideaway. Inside we had a fireplace, a tub on the screened back patio, and a porch swing where we enjoyed our morning coffee. It was private, quiet, and felt like our own little world. Breakfast in the Manor House was outstanding with fresh eggs from their own chickens, and the daily afternoon tea became one of our favorite parts of the day. We met other guests, enjoyed fresh pastries, and had great conversations with the owners, Dave and Hilari. They are warm, welcoming, and clearly passionate about both hospitality and preserving the history of this place. Talking with them about Brampton's story and their vision was a highlight of our stay. Definitely try their Steampot dinner! It's loaded with fresh local seafood and felt like a true taste of the Eastern Shore. The property itself is beautiful to walk with gardens, meadows, and wildlife everywhere. Evenings by the fire pit were relaxing and made even better by Squeaky, the inn's charismatic cat. Brampton 1860 is the perfect spot for a romantic getaway or just time to slow down and recharge. Just search 'Brampton 1860 Better Living' to see our full review with more photos and details from our stay.

    This place has a lot to offer, especially if staying in a cottage. We chose Marley's & were not…read moredisappointed- reserved parking space in covered barn leads to private entrance with covered porch swing & seating area perfect for breakfast. Round corner past hammock to outdoor shower w/ footpath to screened-in porch housing Japanese soaking tub. We enjoyed strolls on property with chickens, a friendly cat, & a mini forest of bamboo. Main house has wrap around porch perfect for afternoon tea & socializing, but it was difficult to leave our little oasis with King bed, above mounted TV, peek-thru to bathroom with steam shower & jetted tub. Wood burning fireplace, wet bar, & seating area. Windows and ceiling fans abound for comfort. Breakfast delivered to door for which we were demanding gremlins always asking for more. Non-intrusive staff drops & retrieves. In-room massage was among best I've had. Not a ton to do in area, but nice walkable downtown with specialty shops. We visited during Sultana Downrigging Festival & were plenty entertained. 30 min drive to Chesapeake City will get you waterfront dining & New Orleans inspired steak house.

    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    (11 reviews)

    Easy check in. I booked through a third party (Booking.com) My room was clean and decent. Parking…read morehere kinda sucks...you have to park behind the place and walk around to the front. That was really the only issue. Outside of that...it'll do just fine.

    This hotel really isn't worth the stay. My husband stayed here yesterday and was disappointed, to…read moresay the least. He arrived as a late-night check-in due to work. The young man at the front desk really seemed off, but hey, we all have those days. He was given a room on the 3rd floor, and when he went up, the door was open, and the bed wasn't made (it seemed slept in). (Totally not scary.) He proceeded to go downstairs, and the young man gave him another room but seemed bothered, I guess, by a man having a complaint of such a thing. The new room given seemed old and drab. Some lights didn't work, and he said it smelled odd, but he went to bed since he needed rest. The next morning, he went down for breakfast around 6:15 am only to be told they serve breakfast at 6:30 am, but when you call to make a reservation, they state it starts at 6 am. The time came around and they still hadn't opened for people to eat. Look, we get that this isn't a 4-star hotel, but do better, especially if a lot of your patrons are there for work-related purposes. I believe people should feel welcomed, especially in a place they aren't familiar with. They should feel at ease.

    Inn at Haven Harbour - View of the Haven Harbour South property from across the way at the Waterman's restaurant

    Inn at Haven Harbour

    (20 reviews)

    The Inn at Haven Harbour…read more We stayed one night, very nice, clean room with a water view, a comfortable bed and a good shower. Lovely breakfast room with restful water views. the staff was super nice!!

    The Inn at Haven Harbour offers nice rooms and suites. I've stayed there 3 times (single, double…read moreand suite) and each time, I've found it to be extraordinary. The rooms are clean and quiet. Bedding and baths are clean. No odors and no evidence of a previous stay. The grounds are really nice -- offering views of Haven Harbour Swann Creek and their Marina. What's really nice is the accommodations are far enough away from the Marina that you can't hear any boats or machinery -- just an occasional seagull and maybe some geese. They also have firepits, gazebos and bicycles as well as walking paths -- very nice. The rooms come with a "continental" breakfast including toasts, muffins, juices, coffees, cereals, yogurts, etc with a buffet style hot plate - differing from day to day - sometimes sausage, quiches, or scrambled eggs. You can tell these dishes are locally prepared as they are delicious without any signs of mass processed food. This extra - in my opinion - makes Haven Harbour's hospitality quite notable. The staff can't do enough to help. They are kind and a pleasure to work with. And, there's not a lot of hustle and bustle by staff members -- it's really quite quiet and very nice. They absolutely respect your choice to stay with them.

    Great Oak Landing Lodge & Restaurant - Other end of resto

    Great Oak Landing Lodge & Restaurant

    (15 reviews)

    If you want to escape the city life, drive 1.5 hours from Washington, D.C. to this 1940 manor along…read morethe bay. Inside a mansion that feels like a scene out of the Great Gatsby, Great Oak Manor was my home for a one-night stay on a Sunday to Monday. Here's my experience. 1) Check-In: Once you roll up, a sign directs you to their grand entrance. Park your car, check in, and someone on staff moves your car to the parking lot. Check in is smooth and comes with an old school room key and a card to access the wine area where you can enjoy several kinds of white and red wines. 2) Rooms: There are twelve rooms and suites inside the manor and one carriage house attached in the newer addition to the manor. I stayed on the second floor in the Marmaduke room with views of the water. It's a spacious room with a comfortable king bed, plenty of storage, strong WiFi, outlets everywhere, an iron, robes, and toiletries like mouth wash. The room lets in natural light and the blinds keep the light out at night. 3) Property: The manor comes with a library with many good reads and games. There's a bar and a dining room run by an award-winning chef that creates delicious breakfast, lunch, and dinner for guests. There's a snack area with coffee, snacks, chocolate, wine, and more that's open 14/7. Outside is a large lawn with outdoor games, a hammock, a fire pit, chairs, and a private beach. It's a perfect place to watch the sunset. 4) Service: Everyone I interacted with was professional, friendly, and remembered your name and story. I felt like family. 5) Area: Chestertown is 15 minutes away with lots of history, stores, and restaurants to explore.

    Nice setting overlooking the marina facing west, decent looking bar. Had lunch passing thru…read more Friendly staff. Grilled shrimp Greek salad was fresh and high quality. Cheese steak was ok--the bread could use an upgrade. It was 1 on a nice Saturday and it was almost empty. Heard it gets busy at night.

    Quality Suites - hotels - Updated May 2026

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