Title: 5 Stars Hotels in Canaan, New York from CA $154 - Find Cheap Canaan Hotels With 5 Stars | Expedia.ca [Canaan Travel Guide](https://expedia.ca/Canaan.dx55619)[Hotels in Canaan](https://expedia.ca/Canaan-Hotels.d55619.Travel-Guide-Hotels)[Vacation Rentals in Canaan](https://expedia.ca/Canaan-Vacation-Rentals.d55619.Travel-Guide-VacationRentals)[Flights to Canaan](https://expedia.ca/Cheap-Flights-To-Canaan.d55619.Travel-Guide-Flights)[Canaan Car Rentals](https://expedia.ca/Car-Rentals-In-Canaan.d55619.Car-Rental-Guide)[Canaan Vacation Packages](https://expedia.ca/Canaan.d55619.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/0367124872be85648d8997189b889b71.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Robin/Loving Life # 5 Stars Hotels in Canaan, New York from CA $154 ![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 Canaan 5 Star Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=55619&startDate=2025-10-02&endDate=2025-10-03&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=55619&startDate=2025-10-03&endDate=2025-10-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=55619&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=55619&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Canaan 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-Canaan-Hotels.s50-0-d55619.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Canaan-Hotels.s50-0-d55619.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 Canaan. ![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 $138 CA $154 total Oct 31 - Nov 1 includes taxes & fees 8.6/10 Excellent! (321 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 $233 CA $273 total Nov 2 - Nov 3 includes taxes & fees 9.6/10 Exceptional! (283 reviews) [](https://expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood 26 Glendale Road, RR 183, Stockbridge, MA CA $431 CA $522 total Oct 20 - Oct 21 includes taxes & fees [](https://expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Still don't see what you're looking for? [See all properties in Canaan.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&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=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=55619&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 Canaan Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip. [See all hotels in Canaan](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&adults=2®ionId=55619) ![](https://mediaim.expedia.com/destination/2/0367124872be85648d8997189b889b71.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Robin/Loving Life ## Top Canaan Hotel Reviews ## Find out more about Canaan ## Five Star Hotels in Canaan 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 Canaan 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 Canaan and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Canaan 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 Canaan The results are in, and Canaan 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 Canaan! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Canaan 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 Canaan? > How much you pay for a 5-star hotel in Canaan depends on things like when you want to go and the length of your vacation. A top tip for bagging an awesome deal? Use our pricing filters to check out the available options for your chosen dates. > > > > - Search for the lowest price per night from CA $154 ### What makes a hotel 5 stars in Canaan? > In Canaan, a hotel needs to offer a certain level of top-notch amenities to earn a 5-star rating. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like concierge services, nightly turn-down services and in-room massage. Some may also offer additional touches such as a welcome gift. ### Are there any 5-star all-inclusive resorts in Canaan? > Use our filter tool to find a high-end getaway in Canaan where everything you need is included in the price. From there, narrow down your results for hotels that have 5 stars and are deemed "All inclusive." The most important thing on the agenda at these stays? 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