Title: The Best 5 Star Hotels in Preston, MD from $211 | Expedia.com [Preston Travel Guide](https://expedia.com/Preston.dx3000440824)[Hotels in Preston](https://expedia.com/Preston-Hotels.d3000440824.Travel-Guide-Hotels)[Vacation Rentals in Preston](https://expedia.com/Preston-Vacation-Rentals.d3000440824.Travel-Guide-VacationRentals)[Flights to Preston](https://expedia.com/Cheap-Flights-To-Preston.d3000440824.Travel-Guide-Flights)[Car Rentals in Preston](https://expedia.com/Car-Rentals-In-Preston.d3000440824.Car-Rental-Guide)[Preston Vacation Packages](https://expedia.com/Preston.d3000440824.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Preston 5 Star Hotels Tonight [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=3000440824&startDate=2026-03-04&endDate=2026-03-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=3000440824&startDate=2026-03-05&endDate=2026-03-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000440824&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000440824&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Preston 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) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/7a7c860e.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 [](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 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Preston-Hotels.s50-0-d3000440824.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Preston-Hotels.s50-0-d3000440824.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 Preston. ![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 $211 nightly $240 total Mar 10 - Mar 11 Total with taxes and fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![The Oaks Waterfront](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/18678d3d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Oaks Waterfront 25876 Royal Oak Road Easton MD $489 nightly $538 total Mar 5 - Mar 6 Total with taxes and fees 10/10 Exceptional! (41 reviews) [](https://expedia.com/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) ![Marvel's on the Creek](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/e6e9277d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marvel's on the Creek 6230 Beverly Rd East New Market MD $190 nightly $211 total Mar 10 - Mar 11 Total with taxes and fees 10/10 Exceptional! (161 reviews) [](https://expedia.com/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) Still don't see what you're looking for? [See all properties in Preston.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&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%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=3000440824&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 Preston Hotel Reviews ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg) ### Inn at Perry Cabin 10/10 Excellent "We had a great stay, hotel was very clean and food was great" [](https://expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ## Find out more about Preston ## Preston Five Star Hotel Information If you’re searching for the celebrity treatment, the 5 star hotels in Preston are your dreams come true. From sprawling resorts to fancy hot spots, thesePreston 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for. Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Preston, Maryland, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Preston five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality. Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Preston 5 star hotels. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Preston? > - Search for the lowest price per night from $211 ### What makes a hotel 5 stars in Preston? ### Are there any 5-star all-inclusive resorts in Preston? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [5 Star Hotels in Hurlock ](https://www.expedia.com/5Star-Hurlock-Hotels.s50-0-d3000440672.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hurlock ](https://www.expedia.com/4Star-Hurlock-Hotels.s40-0-d3000440672.Travel-Guide-Filter-Hotels) - [Williamsburg Hotels ](https://www.expedia.com/Williamsburg-Hotels.d553248635975848135.Travel-Guide-Hotels) - [Hurlock Hotels ](https://www.expedia.com/Hurlock-Hotels.d3000440672.Travel-Guide-Hotels) - [Cottages in Hurlock ](https://www.expedia.com/Hurlock-Cottages.d3000440672-aaCottages.Travel-Guide-Accommodation) - 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[Car rentals near Trappe ](https://www.expedia.com/Car-Rentals-In-Trappe.d3000440930.Car-Rental-Guide) - [Car rentals near Eastern Shore ](https://www.expedia.com/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide) - [Enterprise Rental Cars in Eastern Shore ](https://www.expedia.com/Enterprise-Car-Rentals-In-Eastern-Shore.d6025644-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Eastern Shore ](https://www.expedia.com/Hertz-Car-Rentals-In-Eastern-Shore.d6025644-c40.Car-Rental-Guide-Suppliers) - [Hurlock Vacation Rentals ](https://www.expedia.com/Hurlock-Vacation-Rentals.d3000440672.Travel-Guide-VacationRentals) - [Trappe Vacation Rentals ](https://www.expedia.com/Trappe-Vacation-Rentals.d3000440930.Travel-Guide-VacationRentals) - [Eastern Shore Vacation Rentals ](https://www.expedia.com/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)