Title: 5 Stars Hotels in Hoopers Island, Maryland from CA $369 - 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 $369 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-09-29&endDate=2025-09-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-09-30&endDate=2025-10-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976006636&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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) ![Reception](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/e2e9e4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swanendele Inn at St. Mary's Maryland Ridge 9.8/10 Exceptional (32) "Beautiful inn with attentive and welcoming staff." CA $382 CA $425 total includes taxes & fees Sep 30 - Oct 1 [](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 $266 CA $369 total Oct 1 - Oct 2 includes taxes & fees 8.6/10 Excellent! (1,012 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=30%2F09%2F2025&endDate=01%2F10%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=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=553248635976006636&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=553248635976006636&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=553248635976006636&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%2F2025®ionId=553248635976006636&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F09%2F2025&endDate=01%2F10%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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