Title: 5 Stars Hotels in Trappe, Maryland from CA $297 - Find Cheap Trappe Hotels With 5 Stars | Expedia.ca [Trappe Travel Guide](https://expedia.ca/Trappe.dx3000440930)[Hotels in Trappe](https://expedia.ca/Trappe-Hotels.d3000440930.Travel-Guide-Hotels)[Vacation Rentals in Trappe](https://expedia.ca/Trappe-Vacation-Rentals.d3000440930.Travel-Guide-VacationRentals)[Flights to Trappe](https://expedia.ca/Cheap-Flights-To-Trappe.d3000440930.Travel-Guide-Flights)[Trappe Car Rentals](https://expedia.ca/Car-Rentals-In-Trappe.d3000440930.Car-Rental-Guide)[Trappe Vacation Packages](https://expedia.ca/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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=3000440930&startDate=2026-01-15&endDate=2026-01-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=3000440930&startDate=2026-01-16&endDate=2026-01-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000440930&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000440930&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Trappe 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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/7a7c860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Inn at Perry Cabin [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (373 reviews) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $712 CA $784 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Dinner served](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/be8a1621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/3f44a760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/82384fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/0c9c2eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at 202 Dover [](https://www.expedia.ca/Easton-Hotels-Inn-At-202-Dover.h5308723.Hotel-Information) Easton 10/10 Exceptional (14 reviews) "Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Easton-Hotels-Inn-At-202-Dover.h5308723.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-Trappe-Hotels.s50-0-d3000440930.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/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 CA $249 CA $322 total Feb 9 - Feb 10 includes taxes & fees 8.6/10 Excellent! (1,009 reviews) [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![The Oaks Waterfront](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/d0af41e9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Oaks Waterfront 25876 Royal Oak Road Easton MD CA $574 CA $631 total Feb 13 - Feb 14 includes taxes & fees 10/10 Exceptional! (41 reviews) [](https://expedia.ca/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) ![Marvel's on the Creek](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/6c5e583a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marvel's on the Creek 6230 Beverly Rd East New Market MD CA $267 CA $297 total Jan 18 - Jan 19 includes taxes & fees 10/10 Exceptional! (161 reviews) [](https://expedia.ca/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.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000440930&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=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000440930&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000440930&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000440930&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000440930&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%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.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&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.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ## Find out more about Trappe Luxury is the name of the game at the best 5 Stars hotels in Trappe. 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 Trappe 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 Trappe 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 Trappe 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 Trappe. ## 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 CA $297 ### 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 - More ways to book - [1 Star Hotels in Holabird Industrial Park ](https://www.expedia.ca/1Star-Holabird-Industrial-Park-Baltimore-Hotels.s10-n553248635976387003-0.Travel-Guide-Filter-Hotels) - [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 Graceland Park ](https://www.expedia.ca/3Star-Graceland-Park-Baltimore-Hotels.s30-n553248635976385043-0.Travel-Guide-Filter-Hotels) - 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