Title: 5 Stars Hotels in Oakville, Connecticut from CA $254 - Find Cheap Oakville Hotels With 5 Stars | Expedia.ca [Oakville Travel Guide](https://expedia.ca/Oakville.dx3000430361)[Hotels in Oakville](https://expedia.ca/Oakville-Hotels.d3000430361.Travel-Guide-Hotels)[Vacation Rentals in Oakville](https://expedia.ca/Oakville-Vacation-Rentals.d3000430361.Travel-Guide-VacationRentals)[Flights to Oakville](https://expedia.ca/Cheap-Flights-To-Oakville.d3000430361.Travel-Guide-Flights)[Oakville Car Rentals](https://expedia.ca/Car-Rentals-In-Oakville.d3000430361.Car-Rental-Guide)[Oakville Vacation Packages](https://expedia.ca/Oakville.d3000430361.Destination-Travel-Guides) ![Hartford which includes snow and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47096-Hartford.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Oakville, Connecticut from CA $254 ![](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 Oakville 5 Star Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2025-10-14&endDate=2025-10-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2025-10-15&endDate=2025-10-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakville 5 Star Hotels ![Couples treatment rooms, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/5296f0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/ff95995c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/8d38e888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/afc72d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Inn & Spa, Auberge Collection Washington 9.2/10 Wonderful (53) "Incredible place - will definitely return. " CA $1,244 CA $1,496 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) ![Family House](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/ff59e7a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/3527e7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/0802bc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels, fishing](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/f37bc34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa New Preston 10/10 Exceptional (1) CA $1,427 CA $2,203 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Oakville-Hotels.s50-0-d3000430361.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Oakville-Hotels.s50-0-d3000430361.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 Oakville. ![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Litchfield Inn 432 Bantam Road, Litchfield, CT CA $399 CA $459 total Nov 10 - Nov 11 includes taxes & fees 9/10 Wonderful! (946 reviews) [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![DoubleTree by Hilton Hotel Bristol, Connecticut](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr, Bristol, CT CA $221 CA $254 total Nov 2 - Nov 3 includes taxes & fees 9/10 Wonderful! (1,004 reviews) [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![Jay's Ranch](https://images.trvl-media.com/lodging/94000000/93140000/93133100/93133074/190efae8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Jay's Ranch 54 Country Hills Rd, Hamden, CT [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=93133074&PinnedHotelID=93133074&HadPinnedHotel=true®ionId=3000430361) 7.6/10 Good! (46 reviews) [](https://expedia.ca/Hamden-Hotels-Jays-Ranch.h93133074.Hotel-Information) Still don't see what you're looking for? [See all properties in Oakville.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&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=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=3000430361&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 Oakville Check out Waterbury City Hall and Palace Theatre—just a couple of the sights around Oakville. [See all hotels in Oakville](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&adults=2®ionId=3000430361) ![Hartford which includes snow and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47096-Hartford.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by visitNewHaven.com ## Top Oakville Hotel Reviews ## Find out more about Oakville Luxury is the name of the game at the best 5 Stars hotels in Oakville. 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 Oakville 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 Oakville 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 Oakville 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 Oakville. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Oakville? > There are a variety of pricing options for 5-star hotels in Oakville on Expedia. The amount you pay will depend on your travel dates, length of your trip and other factors. Compare available properties for your chosen dates and make use of our pricing and other filters to score the perfect luxury stay. > > > > - Search for the lowest price per night from CA $254 ### What makes a hotel 5 stars in Oakville? > In Oakville, a hotel is required to offer a specific level of high-end conveniences to be designated 5 stars. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their extraordinary standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer special touches such as a welcome gift. ### Are there any 5-star all-inclusive resorts in Oakville? > Find a luxurious retreat that includes your room, meals, drinks and entertainment in Oakville with our handy filter tool. Search for properties rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the price. 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