Title: Book the Best ADVENTURE Hotels in Kent Island in 2025 | Expedia.ca [Kent Island Travel Guide](https://expedia.ca/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.ca/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Vacation Rentals in Kent Island](https://expedia.ca/Kent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Flights to Kent Island](https://expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)[Kent Island Vacation Packages](https://expedia.ca/Kent-Island.d553248635077608788.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Find Hotels & Resorts for Couples in Kent Island, MD ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](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 Hotels & Resorts for Couples Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kent Island Hotels & Resorts for Couples ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/29901fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort Stevensville 9.2/10 Wonderful (116) "Great INN super nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $265 CA $346 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed (Safari Suite (at Tidewater House))](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/17d21ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/e0eae32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/18961763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn Easton 8.8/10 Excellent (834) "Great hotel! Stayed there multiple times." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $251 CA $276 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/04bd524d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/a4be0d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### First Floor Studio Apartment in Historic Chestertown Chestertown 9.6/10 Exceptional (105) "A charming studio in a quiet neighborhood. great directions from host on how to use the property - " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $138 CA $222 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/96bfef96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/389e51ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/45038f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/21c5ef91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Horn Point Eastport 9.6/10 Exceptional (21) "Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $481 CA $549 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Annapolis-Hotels-Inn-At-Horn-Point.h39529191.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/ee0975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/25541a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3c8498e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/259066d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HGTV quality, private guest suite, country getaway with hot tub & fire pit Centreville 10/10 Exceptional (7) "Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee P. CA $273 CA $621 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/d87a3375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Triple Room, Multiple Beds, Ensuite](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/9c7eb49a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Triple Room, Multiple Beds, Ensuite](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/cffd92a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/fab6537a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hummingbird Inn Easton 10/10 Exceptional (83) "Our 2nd time here to spend our Anniversary. Lovely locale. Eric is a wonderful host and marvelous chef. We're thinkimg of returing for a 3rd visit next October. Birdie is a treasure too. All Inns should have dogs! :-)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $394 CA $434 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Easton-Hotels-Hummingbird-Inn.h1210325.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/93cefa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/0a7737a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8b5db833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/990d9aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach Arundel on the Bay 9.8/10 Exceptional (11) "Very clean - well equipped - perfect for our relaxing weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris J. CA $329 CA $748 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/fc34c762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/5acb80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/ba6b073a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/4de85be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2br home w/ parking in downtown Annapolis Historic District 10/10 Exceptional (71) "The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent W. CA $164 CA $432 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/94524d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/462c5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/66dfc55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1BA Boutique Brick Beauty located in historic Eastport. Annapolis CA $315 CA $499 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/2BR.h119717086.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/120000000/119550000/119541300/119541247/735298b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119550000/119541300/119541247/a427b24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119550000/119541300/119541247/6f4c3329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119550000/119541300/119541247/16f0980f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Waters Family Home 4BR Sleeps 8 Hillsmere CA $490 CA $1,133 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Annapolis-Hotels-Quiet-Waters-Family-Home-4BR-Sleeps-8.h119541247.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=553248635077608788&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Kent Island Hotel Reviews ![Country Inn & Suites by Radisson, Annapolis, MD](//images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "First time staying here, Hotel staff were amazing, hotel was so welcoming and clean, our room was perfect. Loved the jetted tub, perfect for 2, and the fireplace set the tone for a great stay. Shower was huge, and so was our room. Breakfast was hot and delicious. Made for a great couple's getaway. " [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Crowne Plaza Annapolis by IHG](//images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg) ### Crowne Plaza Annapolis by IHG 10/10 Excellent "Staff was amazing..Staff keep all of the area clean Staff is amazing.." [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](//images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "The staff were exceedingly helpful and friendly. Parking was close and easy." [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "Room was very clean and comfortable. " [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Loved everything. Perfect location right on the main drag " [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Wonderfully. We were pleasantly surprised at the hotel. Very nice. Well decorated. Convenient and walkable location. " [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Nice rooms. " [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 10/10 Excellent "Friendly staff and comfortable rooms. We love staying here when we visit the area as a family." [](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Courtyard by Marriott Annapolis](//images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3_y.jpg) ### Courtyard by Marriott Annapolis 10/10 Excellent "It was just what I needed. Seems safe. It was clean and quiet." [](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Kent Island with Expedia? > Expedia has some fabulous hotels for couples, so go ahead and indulge yourselves in Kent Island. If you're sticking to a budget, click on how much you want to spend and your preferred hotel star rating. Whatever your escape looks like, we'll help you find accommodations that'll please both your partner and bank balance! ### How can I find cheap hotels for couples in Kent Island? > Expedia can help you easily source cheap hotels for couples in Kent Island. 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