Title: The 10 Best 5 Star Hotels in Kent Island - 2025 Updated Prices | Expedia.co.uk [Kent Island Travel Guide](https://expedia.co.uk/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.co.uk/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Holiday Rentals in Kent Island](https://expedia.co.uk/Kent-Island-Holiday-Rentals.d553248635077608788.Travel-Guide-HolidayRentals)[Flights to Kent Island](https://expedia.co.uk/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kent-Island.d553248635077608788.Car-Hire-Guide)[Kent Island Holidays](https://expedia.co.uk/Kent-Island.d553248635077608788.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Compare and book 5 Star hotels in Kent Island, Maryland - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Kent Island 5 Star Hotels Tonight [3 Nov - 4 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-11-03&endDate=2025-11-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [4 Nov - 5 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-11-04&endDate=2025-11-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kent Island 5 Star Hotels ![Breakfast, lunch, dinner served; sea views ](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (368) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan £355 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Horse riding](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ad846553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/57a2b6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ed0e25a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Bay View | 1 bedroom, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/aa3e4df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Tacaro Estate Tracys Landing 9.2/10 Wonderful (10) "The place was gorgeous. Very private and peaceful. Staff was great and i will definitely go back ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey [](https://www.expedia.co.uk/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.Hotel-Information) ![Dinner served](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/be8a1621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/625fcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/w264h344x4y2-b20fcf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/20605cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at 202 Dover Easton 10/10 Exceptional (14) "We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest book in the room but it just seemed too complicated for me. We also didn't use the steam shower, just had regular showers. We had dinner on the Friday night at the Inn and the food was delicious... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne [](https://www.expedia.co.uk/Easton-Hotels-Inn-At-202-Dover.h5308723.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kent-Island-Hotels.s50-0-d553248635077608788.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kent-Island-Hotels.s50-0-d553248635077608788.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kent Island. ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Graduate by Hilton Annapolis 126 West St, Annapolis, MD £126 24 Nov - 25 Nov includes taxes & fees 9.2/10 Wonderful! (1,022 reviews) [](https://expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD £85 9 Nov - 10 Nov includes taxes & fees 8.6/10 Excellent! (1,018 reviews) [](https://expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Annapolis 100 Westgate Cir, Annapolis, MD £138 23 Nov - 24 Nov includes taxes & fees 8.6/10 Excellent! (999 reviews) [](https://expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) Still don't see what you're looking for? [See all properties in Kent Island.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025®ionId=553248635077608788&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Kent Island Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm. [See all hotels in Kent Island](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&adults=2®ionId=553248635077608788) ![Beautiful summer sunset over the Chesapeake bay. ](https://images.trvl-media.com/place/553248635077608788/4fcd43d4-cd30-434c-8826-71e72aed3588.jpg?impolicy=fcrop&w=446&h=450&p=1&q=high) Photo by Jennifer Crim ## Top Kent Island Hotel Reviews ## Find out more about Kent Island ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [1 Star Hotels in Eastern Maryland](https://www.expedia.co.uk/1Star-Eastern-Maryland-Hotels.s10-0-d6057488.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Isle of Wight](https://www.expedia.co.uk/1Star-Isle-Of-Wight-Hotels.s10-0-d553248635975748524.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Nottingham](https://www.expedia.co.uk/1Star-Nottingham-Baltimore-Hotels.s10-n6134119-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Central Maryland](https://www.expedia.co.uk/2Star-Central-Maryland-Hotels.s20-0-d6057492.Travel-Guide-Filter-Hotels) - 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