Title: 5 Stars Hotels in South Dennis, Massachusetts from CA $183 - 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/487000/487254-south-dennis.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in South Dennis, Massachusetts from CA $183 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-03&endDate=2025-10-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Dennis 5 Star Hotels ![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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/07d625ad.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/0e2de95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn Chatham 9.2/10 Wonderful (789) "Beautiful property. Great service!" CA $528 CA $635 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/994ac272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/e017de57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/753fc6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/bf11cab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club Harwich 9.4/10 Exceptional (238) "Beautiful property!! Excellent service!! Room was amazing!! " CA $453 CA $555 total includes taxes & fees Nov 3 - Nov 4 [](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 $178 CA $283 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (370 reviews) [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.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 $160 CA $183 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (862 reviews) [](https://expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.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 $225 CA $313 total Nov 2 - Nov 3 includes taxes & fees 9.2/10 Wonderful! (564 reviews) [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.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=04%2F10%2F2025&endDate=05%2F10%2F2025®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=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6285885&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6285885&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6285885&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6285885&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®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=2025-10-17&endDate=2025-10-18&adults=2®ionId=6285885) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/487000/487254-south-dennis.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top South Dennis Hotel Reviews ## 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? > If you're seeking a 5-star experience, [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) offers one of the best of them according to Expedia traveller reviews. Choose this South Dennis escape and get ready for amazing guest services, well-appointed guest rooms and superior facilities. ### How much does it cost to stay in a 5-star hotel in South Dennis? > How much you pay for a 5-star hotel in South Dennis can vary according to when you prefer to travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay. > > > > - Search for the lowest price per night from CA $183 ### What makes a hotel 5 stars in South Dennis? > From fine dining restaurants and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in South Dennis is all about indulgence and comfort. But it requires more than just top-notch amenities to earn a 5-star rating. 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