Title: 5 Stars Hotels in Chatham, New York from CA $151 - Find Cheap Chatham Hotels With 5 Stars | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx6046736)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d6046736.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d6046736.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d6046736.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d6046736.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d6046736.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Chatham, New York from CA $151 ![](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 [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-10-23&endDate=2025-10-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham 5 Star Hotels ![](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-d6046736.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-d6046736.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. ![The Wick, Hudson, A Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/20000000/19750000/19742700/19742697/924e2902_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Wick, Hudson, A Tribute Portfolio Hotel 41 Cross Street, Hudson, NY CA $284 CA $321 total Nov 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (538 reviews) [](https://expedia.ca/Hudson-Hotels-The-Wick.h19742697.Hotel-Information) ![The Central Downtown Inn & Suites](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Central Downtown Inn & Suites 20 W Housatonic St., Pittsfield, MA CA $136 CA $151 total Nov 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (330 reviews) [](https://expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Lakehouse Inn](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Lakehouse Inn 615 Laurel St., Lee, MA CA $254 CA $298 total Nov 9 - Nov 10 includes taxes & fees 9.6/10 Exceptional! (285 reviews) [](https://expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.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=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&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=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=6046736&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 This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841. [See all hotels in Chatham](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&adults=2®ionId=6046736) ![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=320&h=400&p=1&q=high) ## Top Chatham Hotel Reviews ## 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 ### How much does it cost to stay in a 5-star hotel in Chatham? > How much you pay for a 5-star hotel in Chatham can vary based on the time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best rate on a luxurious stay. > > > > - Search for the lowest price per night from CA $151 ### What makes a hotel 5 stars in Chatham? > From fine dining restaurants and all-day fitness centres to pools and premium bedding, the 5-star experience in Chatham is all about luxury and relaxation. But it takes more than just upscale conveniences to get a 5-star rating. Hotels also have to provide exceptional guest-focused services like in-room beauty treatments, laundry and dry cleaning and room service any time day or night. ### Are there any 5-star all-inclusive resorts in Chatham? > Use our convenient filters to find an upscale getaway in Chatham where most of what you need is included. After your initial search, refine your results for resorts that have a 5-star rating and are deemed "All inclusive." The most important thing on the agenda at these stays? 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