Title: 5 Stars Hotels in Eastern Maryland, Maryland from CA $171 - Find Cheap Eastern Maryland Hotels With 5 Stars | Expedia.ca [Eastern Maryland Travel Guide](https://expedia.ca/Eastern-Maryland.dx6057488)[Hotels in Eastern Maryland](https://expedia.ca/Eastern-Maryland-Hotels.d6057488.Travel-Guide-Hotels)[Vacation Rentals in Eastern Maryland](https://expedia.ca/Eastern-Maryland-Vacation-Rentals.d6057488.Travel-Guide-VacationRentals)[Flights to Eastern Maryland](https://expedia.ca/Cheap-Flights-To-Eastern-Maryland.d6057488.Travel-Guide-Flights)[Things to do in Eastern Maryland](https://expedia.ca/Things-To-Do-In-Eastern-Maryland.d6057488.Travel-Guide-Activities)[Eastern Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Maryland.d6057488.Car-Rental-Guide)[Eastern Maryland Vacation Packages](https://expedia.ca/Eastern-Maryland.d6057488.Destination-Travel-Guides) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253259-Eastern-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Eastern Maryland, Maryland from CA $171 ![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 Eastern Maryland 5 Star Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-09-24&endDate=2025-09-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-09-25&endDate=2025-09-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Maryland 5 Star Hotels ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.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) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.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) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (364) "Beautiful place to stay." CA $789 CA $955 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.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-Eastern-Maryland-Hotels.s50-0-d6057488.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Eastern-Maryland-Hotels.s50-0-d6057488.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 Eastern Maryland. ![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 $265 CA $366 total Oct 1 - Oct 2 includes taxes & fees 8.6/10 Excellent! (1,008 reviews) [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Ocean City Oceanfront Suites 3200 N Baltimore Ave, Ocean City, MD CA $212 CA $235 total Oct 19 - Oct 20 includes taxes & fees 8.8/10 Excellent! (1,252 reviews) [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![DoubleTree by Hilton Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Ocean City Oceanfront 3301 Atlantic Ave, Ocean City, MD CA $154 CA $171 total Oct 7 - Oct 8 includes taxes & fees 8.8/10 Excellent! (1,019 reviews) [](https://expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) Still don't see what you're looking for? [See all properties in Eastern Maryland.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&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=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025®ionId=6057488&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 Eastern Maryland Wedged between the Atlantic Coast and Chesapeake Bay, this region has coastal beauty and old-world charm. It is known for its maritime heritage and seafood. [See all hotels in Eastern Maryland](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&adults=2®ionId=6057488) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253259-Eastern-Maryland.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Eastern Maryland Hotel Reviews ## Find out more about Eastern Maryland Luxury is the name of the game at the best 5 Stars hotels in Eastern Maryland. 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 Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Eastern Maryland? > You'll find various pricing options for a 5-star hotel in Eastern Maryland on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to find the perfect luxury stay. > > > > - Search for the lowest price per night from CA $171 ### What makes a hotel 5 stars in Eastern Maryland? > Outstanding guest service characterizes every 5-star hotel in Eastern Maryland. From the minute you step through the door, staff are at your beck and call, whether recommending activities and tours or providing a turn-down service. On top of that, hotels have to offer superior amenities to qualify for a 5-star rating. These can include luxury bathrooms, spas or saunas, swimming pools, gastronomic kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Eastern Maryland? > Use Expedia's filters to find a luxury escape in Eastern Maryland where most of what you need is included. From there, narrow your results for accommodations that have a 5-star rating and are described as "All inclusive." The most important thing on the to-do list at these stays? 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