Title: The Best 5 Star Hotels in Deale, MD from $129 | Expedia.com [Deale Travel Guide](https://expedia.com/Deale.dx55664)[Hotels in Deale](https://expedia.com/Deale-Hotels.d55664.Travel-Guide-Hotels)[Vacation Rentals in Deale](https://expedia.com/Deale-Vacation-Rentals.d55664.Travel-Guide-VacationRentals)[Flights to Deale](https://expedia.com/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)[Car Rentals in Deale](https://expedia.com/Car-Rentals-In-Deale.d55664.Car-Rental-Guide)[Deale Vacation Packages](https://expedia.com/Deale.d55664.Destination-Travel-Guides) ![Scenic aerial panorama of Deale waterfront fishing village on the Western Shore of Chesapeake Bay Maryland, popular with boaters. Four tidal creeks Rockhold, Broadwater, Carrs , Parker flow into bay](https://images.trvl-media.com/place/55664/f122ce1d-21d3-45b8-9aea-8667a02404bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/55664/f122ce1d-21d3-45b8-9aea-8667a02404bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Deale 5 Star Hotels Tonight [Mar 23 - Mar 24](https://www.expedia.com/Hotel-Search?regionId=55664&startDate=2026-03-23&endDate=2026-03-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 24 - Mar 25](https://www.expedia.com/Hotel-Search?regionId=55664&startDate=2026-03-24&endDate=2026-03-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=55664&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=55664&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Deale 5-star hotels ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd.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) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/4ea15d12.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 [](https://www.expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (374 reviews) "Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $371 nightly $408 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/6a67d68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/d7ca8491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Taylor's Suite | Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/9273007e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/b1c929dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Tacaro Estate [](https://www.expedia.com/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.Hotel-Information) Tracys Landing 9.4/10 Exceptional (12 reviews) "Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend \*\*\*\*\*" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd $272 nightly $310 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Deale-Hotels.s50-0-d55664.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Deale-Hotels.s50-0-d55664.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 Deale. ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Graduate by Hilton Annapolis 126 West St Annapolis MD $179 nightly $204 total Apr 5 - Apr 6 Total with taxes and fees 9.4/10 Exceptional! (1,001 reviews) [](https://expedia.com/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/5fc0ae09_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Largo/Washington DC 9100 Basil Court Upper Marlboro MD $114 nightly $129 total Apr 6 - Apr 7 Total with taxes and fees 8.2/10 Very Good! (1,008 reviews) [](https://expedia.com/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information) ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St Annapolis MD $229 nightly $261 total Apr 12 - Apr 13 Total with taxes and fees 8.8/10 Excellent! (912 reviews) [](https://expedia.com/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) Still don't see what you're looking for? [See all properties in Deale.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=55664&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 Deale This waterfront town offers fresh seafood at local docks and peaceful Chesapeake Bay fishing charters. Explore the maritime heritage at Happy Harbor or kayak along the scenic shorelines when the morning sun illuminates the bay. [See all hotels in Deale](https://www.expedia.com/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&adults=2®ionId=55664) ![Scenic aerial panorama of Deale waterfront fishing village on the Western Shore of Chesapeake Bay Maryland, popular with boaters. Four tidal creeks Rockhold, Broadwater, Carrs , Parker flow into bay](https://images.trvl-media.com/place/55664/f122ce1d-21d3-45b8-9aea-8667a02404bf.jpg?impolicy=fcrop&w=900&h=528&p=1&q=high) ## Top Deale Hotel Reviews ## Find out more about Deale You enjoy the finer things in life, both at home and on vacation. Why not ask for complete opulence during your jaunt to Deale? There's no reason to delay a getaway to Deale any longer. You'll join the multitudes of vacationers who have made Deale so fashionable in the last year. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. You deserve the great vacation you're dreaming about. Reserve one of our 5-star hotels in Deale and indulge in the finer things in life for a while. ### Book the Best Deale 5-Star Hotels You'll have a wonderful time at one of these 5-star hotels. Top-notch customer care, luxurious bedding, and fabulous spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready to kick back and indulge. How do you want to relax? A deep-tissue massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Plush carpeting, piping hot coffees, and even spectacular views...these hotels are one-of-a-kind. You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Deale are waiting for you to rest up after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs. ### Make Your Escape The results are in, and Deale 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Decide on one of Expedia's Deale 5-star hotels today and settle down in total tranquility tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Deale? > - Search for the lowest price per night from $129 ### What makes a hotel 5 stars in Deale? ### Are there any 5-star all-inclusive resorts in Deale? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Deale Beach Hotels ](https://www.expedia.com/Deale-Beach-Hotels.d553248635975876712.Travel-Guide-Hotels) - [4 Star Hotels in Tracys Landing ](https://www.expedia.com/4Star-Tracys-Landing-Hotels.s40-0-d3000440927.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Tracys Landing ](https://www.expedia.com/5Star-Tracys-Landing-Hotels.s50-0-d3000440927.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Churchton ](https://www.expedia.com/5Star-Churchton-Hotels.s50-0-d6247936.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Churchton ](https://www.expedia.com/3Star-Churchton-Hotels.s30-0-d6247936.Travel-Guide-Filter-Hotels) - 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