Title: 5 Stars Hotels in Pittsfield, Ann Arbor from CA $222 - Find Cheap Pittsfield Hotels With 5 Stars | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx3000008134)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d3000008134.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d3000008134.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d3000008134.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d3000008134.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d3000008134.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Pittsfield, Ann Arbor from CA $222 ![](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 Pittsfield 5 Star Hotels Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=3000008134&startDate=2025-10-27&endDate=2025-10-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=3000008134&startDate=2025-10-28&endDate=2025-10-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000008134&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=3000008134&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pittsfield 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-Pittsfield-Hotels.s50-0-d3000008134.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pittsfield-Hotels.s50-0-d3000008134.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 Pittsfield. ![Graduate by Hilton Ann Arbor](https://images.trvl-media.com/lodging/1000000/30000/20200/20172/35526491_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Graduate by Hilton Ann Arbor 615 E Huron Street, Ann Arbor, MI CA $263 CA $292 total Nov 2 - Nov 3 includes taxes & fees 9/10 Wonderful! (1,003 reviews) [](https://expedia.ca/Ann-Arbor-Hotels-Graduate-Ann-Arbor.h20172.Hotel-Information) ![Weber's Hotel & Restaurant](https://images.trvl-media.com/lodging/1000000/30000/21600/21561/ef32a41f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Weber's Hotel & Restaurant 3050 Jackson Road, Ann Arbor, MI CA $200 CA $222 total Oct 28 - Oct 29 includes taxes & fees 9.4/10 Exceptional! (1,381 reviews) [](https://expedia.ca/Ann-Arbor-Hotels-Webers-Hotel-Restaurant.h21561.Hotel-Information) ![The Westin Detroit Metropolitan Airport](https://images.trvl-media.com/lodging/1000000/910000/900500/900411/2bcff739_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Detroit Metropolitan Airport 2501 Worldgateway Pl, Detroit, MI CA $364 CA $418 total Nov 21 - Nov 22 includes taxes & fees 9/10 Wonderful! (1,014 reviews) [](https://expedia.ca/Detroit-Hotels-The-Westin-Detroit-Metropolitan-Airport.h900411.Hotel-Information) Still don't see what you're looking for? [See all properties in Pittsfield.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&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=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=3000008134&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 Pittsfield Venture to sights like Stonebridge Golf Club and Cinemark Ann Arbor 20 and IMAX as you discover Pittsfield. [See all hotels in Pittsfield](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&adults=2®ionId=3000008134) ![University of Michigan which includes heritage elements and a city](https://images.trvl-media.com/place/500955/ea09b710-a575-4c49-871e-0710e780a7eb.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Pittsfield Hotel Reviews ## Find out more about Pittsfield Luxury is the name of the game at the best 5 Stars hotels in Pittsfield. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Pittsfield 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Pittsfield hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Pittsfield without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Pittsfield. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Pittsfield? > The amount you pay for a 5-star hotel in Pittsfield can vary depending on when you decide to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to land the best deal on a luxurious getaway. > > > > - Search for the lowest price per night from CA $222 ### What makes a hotel 5 stars in Pittsfield? > From high-end dining venues and fitness centres to pools and dreamy bedding, the 5-star experience in Pittsfield is all about luxury and comfort. But it calls for more than just top-notch conveniences to earn a 5-star rating. Accommodations must also offer extraordinary guest-centric services like in-room massage treatments, dry cleaning and laundry and 24-hour room service. ### Are there any 5-star all-inclusive resorts in Pittsfield? > Expedia's filters are the best way to narrow down what you want. Select "5-star" and "All inclusive" to see the most upscale hotels in Pittsfield where your meals, accommodations, activities and entertainment are included in the price. 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