Title: The Best 5 Star Hotels in Trappe, MD from $211 | Expedia.com [Trappe Travel Guide](https://expedia.com/Trappe.dx3000440930)[Hotels in Trappe](https://expedia.com/Trappe-Hotels.d3000440930.Travel-Guide-Hotels)[Vacation Rentals in Trappe](https://expedia.com/Trappe-Vacation-Rentals.d3000440930.Travel-Guide-VacationRentals)[Flights to Trappe](https://expedia.com/Cheap-Flights-To-Trappe.d3000440930.Travel-Guide-Flights)[Car Rentals in Trappe](https://expedia.com/Car-Rentals-In-Trappe.d3000440930.Car-Rental-Guide)[Trappe Vacation Packages](https://expedia.com/Trappe.d3000440930.Destination-Travel-Guides) ![Rural Maryland Farm Landscape with long Dirt Road leading to a Red Barn](https://images.trvl-media.com/place/3000440930/91468d6f-daf9-4c50-ae6a-5540c47b7c4f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000440930/91468d6f-daf9-4c50-ae6a-5540c47b7c4f.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 Trappe 5 Star Hotels Tonight [Mar 3 - Mar 4](https://www.expedia.com/Hotel-Search?regionId=3000440930&startDate=2026-03-03&endDate=2026-03-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=3000440930&startDate=2026-03-04&endDate=2026-03-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000440930&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=3000440930&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Trappe 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) ![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) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/4ea15d12.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) ### 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 4 - Mar 5 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-Trappe-Hotels.s50-0-d3000440930.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Trappe-Hotels.s50-0-d3000440930.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 Trappe. ![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 4 - Mar 5 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 Trappe.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&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%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=3000440930&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 Trappe Explore this charming Eastern Shore town where watermen still bring in fresh catches at the historic Trappe Landing. Rent kayaks to paddle the tranquil Choptank River or time your visit for the annual Trappe Heritage Day festival celebrating local maritime culture. [See all hotels in Trappe](https://www.expedia.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&adults=2®ionId=3000440930) ![Rural Maryland Farm Landscape with long Dirt Road leading to a Red Barn](https://images.trvl-media.com/place/3000440930/91468d6f-daf9-4c50-ae6a-5540c47b7c4f.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Trappe 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 Trappe ## Trappe Five Star Hotel Information If you’re searching for the celebrity treatment, the 5 star hotels in Trappe are your dreams come true. From sprawling resorts to fancy hot spots, theseTrappe 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 Trappe, 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 Trappe 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 Trappe 5 star hotels. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Trappe? > - Search for the lowest price per night from $211 ### What makes a hotel 5 stars in Trappe? ### Are there any 5-star all-inclusive resorts in Trappe? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Bill Burton Fishing Pier State Park ](https://www.expedia.com/Bill-Burton-Fishing-Pier-State-Park-Hotels.0-l553248633992438879-0.Travel-Guide-Filter-Hotels) - [Hotels near Gerry Boyle Park at Great Marsh ](https://www.expedia.com/Great-Marsh-Park-Hotels.0-l6286137-0.Travel-Guide-Filter-Hotels) - [Hotels near Long Wharf Park ](https://www.expedia.com/Long-Wharf-Park-Hotels.0-l6286116-0.Travel-Guide-Filter-Hotels) - [Algonquin Hotels ](https://www.expedia.com/Algonquin-Hotels.d553248635975860123.Travel-Guide-Hotels) - 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