Title: The Best 5 Star Hotels in Chatham, MA from $149 | Expedia.com [Chatham Travel Guide](https://expedia.com/Chatham.dx10743)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.com/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Things to do in Chatham](https://expedia.com/Things-To-Do-In-Chatham.d10743.Travel-Guide-Activities)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d10743.Destination-Travel-Guides) ![Chatham showing a windmill, wildflowers and general coastal views](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Feb 25 - Feb 26](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-02-25&endDate=2026-02-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-02-26&endDate=2026-02-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-06&endDate=2026-03-08&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) ![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) ![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.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (812 reviews) "Beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric $364 nightly $417 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Round Cove Suite | Frette Italian sheets, premium bedding, down comforters, minibar](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) ![Junior Room, 1 King Bed | Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/58f6c718.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 [](https://www.expedia.com/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 $329 nightly $377 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/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 $182 nightly $209 total Mar 1 - Mar 2 Total with taxes and fees 8.6/10 Excellent! (465 reviews) [](https://expedia.com/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 $156 nightly $179 total Mar 1 - Mar 2 Total with taxes and fees 9.2/10 Wonderful! (635 reviews) [](https://expedia.com/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 $130 nightly $149 total Mar 21 - Mar 22 Total with taxes and fees 8.4/10 Very Good! (893 reviews) [](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=10743&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=10743&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=10743&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=10743&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=10743&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&adults=2®ionId=10743) ![Chatham showing a windmill, wildflowers and general coastal views](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.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ## Find out more about Chatham Why not request the best on your excursion to Chatham? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chatham so popular in the last year. There's no reason to delay a getaway to Chatham any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. Reserve one of our 5-star hotels in Chatham and indulge in the finer things in life for a while. What are you waiting for? ### Book the Best Chatham 5-Star Hotels Don't be afraid to be pampered during your trip, along with the best conditions. Exceptional service, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. Additionally, the hotels in this area receive noteworthy marks for customer satisfaction, so you know you'll want for nothing during your getaway. How do you want to relax? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A mud wrap treatment that will leave you feeling refreshed and alive? Butler services? No matter what you want on a perfect getaway, you're bound to find it here. Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chatham are the perfect place to relax after a busy day. Ready to learn more? Read the review section and see what previous visitors have said. You're sure to find exactly what you're looking for! ### Your Getaway Starts Today The results are in, and Chatham 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Choose one of the 5-star hotels in Chatham today and soothe yourself in total tranquility when you're ready. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chatham? > - Search for the lowest price per night from $149 ### What makes a hotel 5 stars in Chatham? ### Are there any 5-star all-inclusive resorts in Chatham? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Gallery Antonia ](https://www.expedia.com/Gallery-Antonia-Hotels.0-l553248621532666630-0.Travel-Guide-Filter-Hotels) - [Hotels near Monomoy Theatre ](https://www.expedia.com/Monomoy-Theatre-Hotels.0-l6286898-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Railroad Museum ](https://www.expedia.com/Chatham-Railroad-Museum-Hotels.0-l6287125-0.Travel-Guide-Filter-Hotels) - [Hotels near Veterans Field ](https://www.expedia.com/Veterans-Field-Hotels.0-l6070219-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Seaside Links ](https://www.expedia.com/Chatham-Seaside-Links-Hotels.0-l6286368-0.Travel-Guide-Filter-Hotels) - 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[Chatham Fish Pier ](https://www.expedia.com/Chatham-Fish-Pier-Chatham.d6286473.Vacation-Attraction) - [Atwood House Museum ](https://www.expedia.com/Atwood-House-Museum-Chatham.d6287163.Vacation-Attraction) - [Chatham Lighthouse Beach ](https://www.expedia.com/Chatham-Lighthouse-Beach-Massachusetts.d6287419.Vacation-Attraction) - [Visit North Chatham ](https://www.expedia.com/North-Chatham.dx6285788) - [Visit West Chatham ](https://www.expedia.com/West-Chatham.dx6285894) - [West Chatham Vacations ](https://www.expedia.com/West-Chatham.d6285894.Destination-Travel-Guides) - [Monomoy National Wildlife Refuge ](https://www.expedia.com/Monomoy-National-Wildlife-Refuge-Chatham.d553248621532666585.Vacation-Attraction) - [Chatham Marconi Maritime Center ](https://www.expedia.com/Chatham-Marconi-Maritime-Center-North-Chatham.d6311735.Vacation-Attraction) - [Hardings Lighthouse ](https://www.expedia.com/Hardings-Lighthouse-West-Chatham.d6070173.Vacation-Attraction) - [Fox Hill ](https://www.expedia.com/Fox-Hill-Chatham.d553248621532666570.Vacation-Attraction) - [Hardings Beach ](https://www.expedia.com/Hardings-Beach-West-Chatham.d6287496.Vacation-Attraction) - [Caleb Nickerson House ](https://www.expedia.com/Caleb-Nickerson-House-Chatham.d6287115.Vacation-Attraction) - [Ridgevale Beach ](https://www.expedia.com/Ridgevale-Beach-Massachusetts.d6287520.Vacation-Attraction) - [Cockle Cove Beach ](https://www.expedia.com/Cockle-Cove-Beach-Massachusetts.d6070167.Vacation-Attraction) - [Chatham Chamber of Commerce ](https://www.expedia.com/Chatham-Chamber-Of-Commerce-South-Chatham.d6311723.Vacation-Attraction) - [Visit South Chatham ](https://www.expedia.com/South-Chatham.dx6285831) - [Adventure Chatham ](https://www.expedia.com/Adventure-Chatham-Harwich.d553248621532666566.Vacation-Attraction) - [Captain's Cove Golf Course ](https://www.expedia.com/Captains-Cove-Golf-Course-Brewster.d6070161.Vacation-Attraction) - [Visit South Harwich ](https://www.expedia.com/South-Harwich.dx6285887) - [Red River Beach ](https://www.expedia.com/Red-River-Beach-South-Harwich.d6070209.Vacation-Attraction) - 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