Title: 5 Stars Hotels in Chatham, Massachusetts from CA $194 - Find Cheap Chatham Hotels With 5 Stars | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Things to do in Chatham](https://expedia.ca/Things-To-Do-In-Chatham.d10743.Travel-Guide-Activities)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![A Cape Cod lighthouse stands guard in Chatham, MA.](https://images.trvl-media.com/place/10743/267ff10f-e611-44f8-a20c-c9209ea34063.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/267ff10f-e611-44f8-a20c-c9209ea34063.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 Chatham 5 Star Hotels Tonight [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-26&endDate=2026-01-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-27&endDate=2026-01-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-30&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/efc614b4.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) ![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) ![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) ![Beach bar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e.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-Chatham-Hotels.s50-0-d10743.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chatham-Hotels.s50-0-d10743.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 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 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 $170 CA $194 total Feb 6 - Feb 7 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 Chatham.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&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=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026®ionId=10743&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 Chatham Stroll the historic Main Street lined with boutiques, then head to Lighthouse Beach for seal-spotting at low tide. Seafood shacks serve the freshest catch, while the Chatham Bandstand hosts free summer concerts that locals never miss. [See all hotels in Chatham](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&adults=2®ionId=10743) ![Chatham featuring a windmill, general coastal views and wild flowers](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Chatham 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) ## Find out more about Chatham ## Five Star Hotels in 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 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 Chatham and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in 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 Chatham The results are in, and 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 Chatham! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chatham today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Chatham? ### How much does it cost to stay in a 5-star hotel in Chatham? > - Search for the lowest price per night from CA $194 ### What makes a hotel 5 stars in Chatham? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - 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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