Title: 5 Stars Hotels in South Chatham, Massachusetts from CA $179 - Find Cheap South Chatham Hotels With 5 Stars | Expedia.ca [South Chatham Travel Guide](https://expedia.ca/South-Chatham.dx6285831)[Hotels in South Chatham](https://expedia.ca/South-Chatham-Hotels.d6285831.Travel-Guide-Hotels)[Vacation Rentals in South Chatham](https://expedia.ca/South-Chatham-Vacation-Rentals.d6285831.Travel-Guide-VacationRentals)[Flights to South Chatham](https://expedia.ca/Cheap-Flights-To-South-Chatham.d6285831.Travel-Guide-Flights)[South Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-South-Chatham.d6285831.Car-Rental-Guide)[South Chatham Vacation Packages](https://expedia.ca/South-Chatham.d6285831.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/487000/487319-south-chatham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in South Chatham, Massachusetts from CA $179 ![](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 Chatham 5 Star Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2025-10-31&endDate=2025-11-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Chatham 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) ![Suite, 1 King Bed, Ocean View (Cottage) | View from room](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/63585c06.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) ![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 (792) "Excellent experience all around Gorgeous location and beautiful hotel Lively lobby " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Montana CA $527 CA $634 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/d5db7da1.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) ![6 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/752348a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club Harwich 9.4/10 Exceptional (241) "Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](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-Chatham-Hotels.s50-0-d6285831.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Chatham-Hotels.s50-0-d6285831.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 Chatham. ![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 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true®ionId=6285831) 8.6/10 Excellent! (389 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 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=6285831) 9.2/10 Wonderful! (581 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 $157 CA $179 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (866 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 Chatham.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&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=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6285831&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 Chatham Peaceful Pleasant Bay invites kayakers to paddle alongside seals while Ridgevale Beach offers perfect sandcastle-building at low tide. Nearby Chatham's lighthouse and Main Street shops make excellent half-day excursions when you're ready for more activity. [See all hotels in South Chatham](https://www.expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14&adults=2®ionId=6285831) ![South Chatham](https://images.trvl-media.com/place/6285831/b5c90245-67d3-4580-9ca8-e513d51788cb.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top South Chatham Hotel Reviews ![Wequassett Resort and Golf Club](//images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e_y.jpg) ### Wequassett Resort and Golf Club 10/10 Excellent "There is no finer place. Everything is tastefully appointed. Food is phenomenal. Staff could not be more helpful and they are always smiling- extremely professional. The food is over the top designed and tasteful. If you love luxury and a great night’s sleep in a most comfortable bed- this is the place for you. " [](https://expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ![Chatham Bars Inn](//images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Excellent experience all around Gorgeous location and beautiful hotel Lively lobby " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ## Find out more about South Chatham ## Five Star Hotels in South Chatham 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 Chatham 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 Chatham and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in South Chatham 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 Chatham The results are in, and South Chatham 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 Chatham! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in South Chatham 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 South Chatham? > How much you pay for a 5-star hotel in South Chatham can vary based on when you prefer to travel and how long you plan to be away, among other factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay. > > > > - Search for the lowest price per night from CA $179 ### What makes a hotel 5 stars in South Chatham? > In South Chatham, a hotel is required to offer a certain amount of upscale amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like welcome gifts. ### Are there any 5-star all-inclusive resorts in South Chatham? > Use Expedia's filters to find an upscale escape in South Chatham where everything you need is included in the price. From there, refine your results for resorts that have a 5-star rating and are listed as "All inclusive." The most important thing on the itinerary at these stays? 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