Title: 5 Stars Hotels in Oakville, Connecticut from CA $228 - 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) ![Craig's Castle](https://images.trvl-media.com/place/3000430361/6a373485-2b3d-4a7f-b4a3-cc4d82cc4f70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Heather Beaudry ![](https://images.trvl-media.com/place/3000430361/6a373485-2b3d-4a7f-b4a3-cc4d82cc4f70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2026-01-30&endDate=2026-01-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2026-01-31&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2026-01-30&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000430361&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakville 5-star hotels ![Porch](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/ff95995c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/04b3b8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/47af9a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Inn & Spa, Auberge Collection [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) Washington 9.4/10 Exceptional (57 reviews) "The hotel is amazing but room services is not good if u want to dinner in the room not good food just snacks But other than that it’s amazing place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vera alice CA $1,020 CA $1,252 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/077958ab.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) ![Luxury House | Living area](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/b4f9f4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Living area](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/444092c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) New Preston 10/10 Exceptional (1 review) [](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. ![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 $198 CA $228 total Feb 15 - Feb 16 includes taxes & fees 9/10 Wonderful! (1,006 reviews) [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![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 $315 CA $362 total Feb 24 - Feb 25 includes taxes & fees 9/10 Wonderful! (969 reviews) [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.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=13%2F02%2F2026&endDate=14%2F02%2F2026&selected=93133074&PinnedHotelID=93133074&HadPinnedHotel=true®ionId=3000430361) 7.4/10 Good! (47 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=31%2F01%2F2026&endDate=01%2F02%2F2026®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=31%2F01%2F2026&endDate=01%2F02%2F2026®ionId=3000430361&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026®ionId=3000430361&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026®ionId=3000430361&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026®ionId=3000430361&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026®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 Union Station Clocktower and Waterbury City Hall—just a couple of the sights around Oakville. [See all hotels in Oakville](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&adults=2®ionId=3000430361) ![Craig's Castle](https://images.trvl-media.com/place/3000430361/6a373485-2b3d-4a7f-b4a3-cc4d82cc4f70.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high) Photo by Heather Beaudry ## 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? > - Search for the lowest price per night from CA $228 ### What makes a hotel 5 stars in Oakville? ### Are there any 5-star all-inclusive resorts in Oakville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Northford ](https://www.expedia.ca/3Star-Northford-Hotels.s30-0-d6004524.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Windsor ](https://www.expedia.ca/3Star-Windsor-Hotels.s30-0-d7880.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Beacon Falls ](https://www.expedia.ca/4Star-Beacon-Falls-Hotels.s40-0-d6348182.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Bridgeport ](https://www.expedia.ca/4Star-Bridgeport-Hotels.s40-0-d525.Travel-Guide-Filter-Hotels) - 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