Title: 5 Stars Hotels in Upton, Massachusetts from CA $165 - Find Cheap Upton Hotels With 5 Stars | Expedia.ca [Upton Travel Guide](https://expedia.ca/Upton.dx3000441581)[Hotels in Upton](https://expedia.ca/Upton-Hotels.d3000441581.Travel-Guide-Hotels)[Vacation Rentals in Upton](https://expedia.ca/Upton-Vacation-Rentals.d3000441581.Travel-Guide-VacationRentals)[Flights to Upton](https://expedia.ca/Cheap-Flights-To-Upton.d3000441581.Travel-Guide-Flights)[Upton Car Rentals](https://expedia.ca/Car-Rentals-In-Upton.d3000441581.Car-Rental-Guide)[Upton Vacation Packages](https://expedia.ca/Upton.d3000441581.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 Upton, Massachusetts from CA $165 ![](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 Upton 5 Star Hotels Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000441581&startDate=2025-10-11&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=3000441581&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000441581&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000441581&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upton 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-Upton-Hotels.s50-0-d3000441581.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Upton-Hotels.s50-0-d3000441581.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 Upton. ![DoubleTree by Hilton Hotel Boston - Westborough](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/4894a4f3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Boston - Westborough 5400 Computer Dr, Westborough, MA CA $160 CA $178 total Nov 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (1,014 reviews) [](https://expedia.ca/Worcester-Hotels-DoubleTree-By-Hilton-Hotel-Boston-Westborough.h17910.Hotel-Information) ![DoubleTree by Hilton Boston - Milford](https://images.trvl-media.com/lodging/1000000/20000/14000/13942/1e108efd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Boston - Milford 11 Beaver Street, Milford, MA CA $148 CA $165 total Nov 9 - Nov 10 includes taxes & fees 8.4/10 Very Good! (964 reviews) [](https://expedia.ca/Milford-Hotels-DoubleTree-By-Hilton-Boston-Milford.h13942.Hotel-Information) ![Beechwood Hotel](https://images.trvl-media.com/lodging/1000000/30000/26900/26897/e056ede9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Beechwood Hotel 363 Plantation St, Worcester, MA CA $335 CA $384 total Oct 26 - Oct 27 includes taxes & fees 9/10 Wonderful! (1,007 reviews) [](https://expedia.ca/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information) Still don't see what you're looking for? [See all properties in Upton.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&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=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000441581&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. ## Top Upton Hotel Reviews ## Find out more about Upton Luxury is the name of the game at the best 5 Stars hotels in Upton. 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 Upton 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 Upton 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 Upton 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 Upton. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Upton? > How much you pay for a 5-star hotel in Upton depends on factors such as when you plan to go and the length of your escape. A top tip for landing an awesome deal? Use our pricing filters to check out the available options for your preferred dates. > > > > - Search for the lowest price per night from CA $165 ### What makes a hotel 5 stars in Upton? > Flawless guest service is the hallmark of every 5-star hotel in Upton. From the minute you step through the door, staff attend to your every whim, whether recommending activities and tours or providing a nightly turn-down service. Also, hotels have to feature upscale amenities to qualify for a 5-star rating. These can include luxury baths, on-site spa facilities, swimming pools, gastronomic kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Upton? > Our filters are the easiest way to find exactly what you're looking for. Select "All inclusive" and "5-star" to show the most luxurious properties in Upton where your room, meals, entertainment and activities are included in the upfront price. 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