Kent Island Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Patricia Knorr
Top hotels in Kent Island
The Inn at Chesapeake Bay Beach Club
180 Pier One Road Stevensville MD
The price is 4.344.615 ₫ per night from 7 Jan to 8 Jan
4.344.615 ₫
5.492.384 ₫ total
7 Jan - 8 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (432 reviews)
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, ...
Reviewed on 17 Dec 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is 1.964.819 ₫ per night from 4 Jan to 5 Jan
1.964.819 ₫
2.239.894 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
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 ...
Reviewed on 18 Dec 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,904 reviews)
Great customer service!
Reviewed on 21 Dec 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Paul Reed Smith Guitars
Enjoy an outing to Paul Reed Smith Guitars during your stay in Stevensville. You can enjoy the restaurants while in the area.
