Title: 5 Stars Hotels in Chesapeake Beach, Maryland from CA $206 - Find Cheap Chesapeake Beach Hotels With 5 Stars | Expedia.ca [Chesapeake Beach Travel Guide](https://expedia.ca/Chesapeake-Beach.dx88967)[Hotels in Chesapeake Beach](https://expedia.ca/Chesapeake-Beach-Hotels.d88967.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake Beach](https://expedia.ca/Chesapeake-Beach-Vacation-Rentals.d88967.Travel-Guide-VacationRentals)[Flights to Chesapeake Beach](https://expedia.ca/Cheap-Flights-To-Chesapeake-Beach.d88967.Travel-Guide-Flights)[Things to do in Chesapeake Beach](https://expedia.ca/Things-To-Do-In-Chesapeake-Beach.d88967.Travel-Guide-Activities)[Chesapeake Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-Beach.d88967.Car-Rental-Guide)[Chesapeake Beach Vacation Packages](https://expedia.ca/Chesapeake-Beach.d88967.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/a9547e3e3a06984ae8df1712c3d277fb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ronanne Vinson # 5 Stars Hotels in Chesapeake Beach, Maryland from CA $206 ![](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 Chesapeake Beach 5 Star Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake Beach 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) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.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) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (365) "Beautiful place to stay." CA $540 CA $654 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Horseback riding](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ad846553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/9273007e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ed0e25a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/57a2b6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Tacaro Estate Tracys Landing 9.2/10 Wonderful (10) "Amazing hospitality " CA $555 CA $633 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Beach-Hotels.s50-0-d88967.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Beach-Hotels.s50-0-d88967.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 Chesapeake Beach. ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Rod 'N' Reel Resort 4165 Mears Ave, Chesapeake Beach, MD CA $161 CA $206 total Oct 22 - Oct 23 includes taxes & fees 8.2/10 Very Good! (1,000 reviews) [](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Legacy Villa](https://images.trvl-media.com/lodging/115000000/114880000/114870700/114870697/1eac847e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Legacy Villa 12605 Brooke Lane, Upper Marlboro, MD CA $191 CA $216 total Oct 28 - Oct 29 includes taxes & fees [](https://expedia.ca/Upper-Marlboro-Hotels-Legacy-Villa.h114870697.Hotel-Information) Still don't see what you're looking for? [See all properties in Chesapeake Beach.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&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=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=88967&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 Chesapeake Beach Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilized shark teeth along the Bay's ancient shoreline. [See all hotels in Chesapeake Beach](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&adults=2®ionId=88967) ![](https://mediaim.expedia.com/destination/2/a9547e3e3a06984ae8df1712c3d277fb.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Ronanne Vinson ## Top Chesapeake Beach Hotel Reviews ![Inn at Perry Cabin](//images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg) ### Inn at Perry Cabin 10/10 Excellent "Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean " [](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ## Find out more about Chesapeake Beach ## Five Star Hotels in Chesapeake Beach There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chesapeake Beach so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chesapeake Beach and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chesapeake Beach Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chesapeake Beach The results are in, and Chesapeake Beach 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chesapeake Beach! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chesapeake Beach today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chesapeake Beach? > How much you pay for a 5-star hotel in Chesapeake Beach can vary based on the time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to score the best rate on a luxurious stay. > > > > - Search for the lowest price per night from CA $206 ### What makes a hotel 5 stars in Chesapeake Beach? > Exemplary guest service is at the heart of every 5-star hotel in Chesapeake Beach. From the minute you step through the door, staff cater to your every whim, whether recommending activities or providing in-room beauty treatments. What's more, hotels have to offer upscale amenities to be considered for a 5-star rating. These can include deluxe baths, spa facilities, swimming pools, gourmet kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Chesapeake Beach? > Use Expedia's filters to find a luxury escape in Chesapeake Beach where most of what you need is included in the price. Next, narrow your results for accommodations that have a 5-star rating and are categorized as "All inclusive." The main thing on the agenda at these stays? 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