Title: 5 Stars Hotels in Hoopers Island, Maryland from CA $274 - Find Cheap Hoopers Island Hotels With 5 Stars | Expedia.ca [Hoopers Island Travel Guide](https://expedia.ca/Hoopers-Island.dx553248635976006636)[Hotels in Hoopers Island](https://expedia.ca/Hoopers-Island-Hotels.d553248635976006636.Travel-Guide-Hotels)[Vacation Rentals in Hoopers Island](https://expedia.ca/Hoopers-Island-Vacation-Rentals.d553248635976006636.Travel-Guide-VacationRentals)[Flights to Hoopers Island](https://expedia.ca/Cheap-Flights-To-Hoopers-Island.d553248635976006636.Travel-Guide-Flights)[Hoopers Island Car Rentals](https://expedia.ca/Car-Rentals-In-Hoopers-Island.d553248635976006636.Car-Rental-Guide)[Hoopers Island Vacation Packages](https://expedia.ca/Hoopers-Island.d553248635976006636.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Hoopers Island, Maryland from CA $274 - ![](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 Hoopers Island 5 Star Hotels Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-12-14&endDate=2025-12-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hoopers Island 5-star hotels ![Reception](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/232b5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/e2e9e4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/5766841b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/612569f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swanendele Inn at St. Mary's Maryland [](https://www.expedia.ca/Ridge-Hotels-Swanendele-Inn-At-St-Marys-Maryland.h95417680.Hotel-Information) Ridge 9.8/10 Exceptional (32) "Everything was perfect! Breakfast was amazing! The breakfast cakes to die for! Apple, Peach and Banana EXCELLENT! My mom told us about this amazing getaway! We so enjoyed it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamsine [](https://www.expedia.ca/Ridge-Hotels-Swanendele-Inn-At-St-Marys-Maryland.h95417680.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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hoopers-Island-Hotels.s50-0-d553248635976006636.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hoopers-Island-Hotels.s50-0-d553248635976006636.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 Hoopers Island. ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Chesapeake Bay 100 Heron Blvd Cambridge MD CA $208 CA $274 total Jan 1 - Jan 2, 2026 includes taxes & fees 8.6/10 Excellent! (1,002 reviews) [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Still don't see what you're looking for? [See all properties in Hoopers Island.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976006636&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. ## Top Hoopers Island Hotel Reviews ## Find out more about Hoopers Island Luxury is the name of the game at the best 5 Stars hotels in Hoopers Island. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Hoopers Island 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Hoopers Island hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Hoopers Island without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Hoopers Island. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Berlin ](https://www.expedia.ca/2Star-Berlin-Hotels.s20-0-d79155.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Cheltenham ](https://www.expedia.ca/2Star-Cheltenham-Hotels.s20-0-d553248635975874284.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Washington ](https://www.expedia.ca/3Star-Washington-Hotels.s30-0-d178318.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Algonquin ](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Anchorage ](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Annapolis ](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - 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