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Hotels with Air Conditioning in Kent Island, Maryland
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Top Kent Island Hotel Reviews

The Westin Annapolis
10/10 Excellent
"Beautiful and perfect location"

Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
"Lovely hotel, my favorite place to stay in Annapolis!"

Historic Inns of Annapolis
10/10 Excellent
"Great customer service!"

Courtyard by Marriott Annapolis
10/10 Excellent
"We keep coming back to the hotel with every visit to Annapolis. "

DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"We stayed there for 7 days and loved it. The breakfast was so good (the bagel with bacon, cheddar cheese, and egg was delicious)! We loved the large TV in the room, the beds were very comfy, the room was spacious and we were so grateful that the staff wiped off the cars after it snowed. The fire roaring in the common room's fireplace added a festive and cozy atmosphere. But the biggest standout was the front desk staff. They were all incredibly friendly, kind, always smiling, and very efficient and accommodating. I usually don't leave reviews but this hotel came to feel like a second home and the front desk staff made me smile, so I had to leave a review. I highly recommend staying here."

Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"It was clean, quiet and comfortable. Will definitely come back if in the area again."

The Inn at Chesapeake Bay Beach Club
10/10 Excellent
"We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay.
Our room was very nice, clean, and well maintained, making it easy to relax and enjoy the experience. While the bed was a little softer than my personal preference, it certainly didn’t take away from our stay and isn’t something I’d count as a negative.
The restaurant was outstanding. The food was excellent, beautifully prepared, and truly elevated the entire experience. It was the perfect complement to an already memorable getaway.
Overall, we thoroughly enjoyed our time here and would absolutely recommend the Chesapeake Bay Beach Club to anyone looking for a relaxing, high-quality stay—especially for a special occasion. We’re already looking forward to coming back."

Crowne Plaza Annapolis by IHG
10/10 Excellent
"Amenities and staff were good for our stay. Thanks to the housekeeping staff for staying on our requests. "

Graduate by Hilton Annapolis
10/10 Excellent
"The room decor is unique and focuses completely on the United States Naval Academy. Decorated with bright colors and memorabilia from the over 200 year old academy, it feels personal. The beds are very comfortable, the shower head has good pressure and there is a frig in each room. The Valet staff are very helpful and accommodating. The restaurant in the lobby serves delicious food but has a limited menu. The restaurant was closed for private parties 2 nights of my 5 night stay for private parties, which was quite inconvenient; a notification sent to each room would have permitted us to make other plans in advance. The front desk and restaurant are “cashless” so bring a selection of denominations for tips and small purchases. ATM in lobby. The one oddity of the hotel design is that the hotel is in a rectangular shape with all of rooms bordering the perimeter: the outermost rooms have windows that look outside but the innermost rooms around the perimeter have windows that overlook a ballroom/dining/entertainment area that can be loud in the evenings. 2 of my 4 pillowcases were ripped."