Title: 5 Stars Hotels in South Dennis, Massachusetts from CA $179 - Find Cheap South Dennis Hotels With 5 Stars | Expedia.ca [South Dennis Travel Guide](https://expedia.ca/South-Dennis.dx6285885)[Hotels in South Dennis](https://expedia.ca/South-Dennis-Hotels.d6285885.Travel-Guide-Hotels)[Vacation Rentals in South Dennis](https://expedia.ca/South-Dennis-Vacation-Rentals.d6285885.Travel-Guide-VacationRentals)[Flights to South Dennis](https://expedia.ca/Cheap-Flights-To-South-Dennis.d6285885.Travel-Guide-Flights)[Things to do in South Dennis](https://expedia.ca/Things-To-Do-In-South-Dennis.d6285885.Travel-Guide-Activities)[South Dennis Car Rentals](https://expedia.ca/Car-Rentals-In-South-Dennis.d6285885.Car-Rental-Guide)[South Dennis Vacation Packages](https://expedia.ca/South-Dennis.d6285885.Destination-Travel-Guides) ![East Dennis](https://images.trvl-media.com/place/183326/6051ee2d-5ce3-4c77-bb4a-83d39e63118f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183326/6051ee2d-5ce3-4c77-bb4a-83d39e63118f.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 South Dennis 5 Star Hotels Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2026-01-25&endDate=2026-01-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2026-01-26&endDate=2026-01-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2026-01-30&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Dennis 5-star hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/c3fa2de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5695h3900x5y0-3649fa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (809 reviews) "Beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $499 CA $571 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Round Cove Suite](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/ce420299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/2c23c623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/58f6c718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) Harwich 9.4/10 Exceptional (244 reviews) "The staff is amazing, they are kind and always looking for ways to help and make you feel welcome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla CA $419 CA $514 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.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-South-Dennis-Hotels.s50-0-d6285885.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Dennis-Hotels.s50-0-d6285885.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 South Dennis. ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Margaritaville Resort Cape Cod 1225 Iyannough Rd Hyannis MA CA $369 CA $500 total Feb 13 - Feb 14 includes taxes & fees 8.6/10 Excellent! (436 reviews) [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Chatham Wayside Inn 512 Main St Chatham MA CA $162 CA $245 total Jan 27 - Jan 28 includes taxes & fees 9.2/10 Wonderful! (621 reviews) [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Doubletree by Hilton Cape Cod - Hyannis](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/9f940314_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Doubletree by Hilton Cape Cod - Hyannis 287 Iyannough Rd Hyannis MA CA $156 CA $179 total Feb 7 - Feb 8 includes taxes & fees 8.2/10 Very Good! (884 reviews) [](https://expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.Hotel-Information) Still don't see what you're looking for? [See all properties in South Dennis.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&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=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=6285885&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 South Dennis Kayak through the peaceful Bass River where local families have picnicked along the shores for generations. Explore the historic South Dennis Village with its charming antique shops and the 1736 Josiah Dennis Manse Museum. [See all hotels in South Dennis](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&adults=2®ionId=6285885) ![East Dennis](https://images.trvl-media.com/place/183326/9ed7b13d-37f5-4e00-bc44-68457d336834.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top South Dennis Hotel Reviews ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Beautiful property " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Wequassett Resort and Golf Club](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e_y.jpg) ### Wequassett Resort and Golf Club 10/10 Excellent "The staff is amazing, they are kind and always looking for ways to help and make you feel welcome." [](https://expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ## Find out more about South Dennis ## Five Star Hotels in South Dennis 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 South Dennis 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 South Dennis and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in South Dennis 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 South Dennis The results are in, and South Dennis 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 South Dennis! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in South Dennis today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in South Dennis? ### How much does it cost to stay in a 5-star hotel in South Dennis? > - Search for the lowest price per night from CA $179 ### What makes a hotel 5 stars in South Dennis? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Chappaquiddick Island ](https://www.expedia.ca/1Star-Chappaquiddick-Island-Hotels.s10-0-d6287412.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Orleans ](https://www.expedia.ca/1Star-Orleans-Hotels.s10-0-d142149.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Quaise ](https://www.expedia.ca/1Star-Quaise-Hotels.s10-0-d553248635975748377.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Cape Cod ](https://www.expedia.ca/2Star-Cape-Cod-Hotels.s20-0-d180061.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Martha's Vineyard ](https://www.expedia.ca/2Star-Marthas-Vineyard-Hotels.s20-0-d6047691.Travel-Guide-Filter-Hotels) - 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