Title: TOP Luxury Hotels in Windsor for 2026 - Windsor Upscale Hotels | Expedia.co.uk [Windsor Travel Guide](https://expedia.co.uk/Windsor.dx6127335)[Hotels in Windsor](https://expedia.co.uk/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Holiday Rentals in Windsor](https://expedia.co.uk/Windsor-Holiday-Rentals.d6127335.Travel-Guide-HolidayRentals)[Flights to Windsor](https://expedia.co.uk/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.co.uk/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d6127335.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d6127335.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Windsor - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windsor Luxury Hotels Tonight [27 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6127335&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [28 Dec - 29 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6127335&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6127335&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6127335&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Windsor luxury hotels ![Daily buffet breakfast (CAD 24.86 per person)](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (2 Rooms) | Down duvets, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/5687d9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/1625f906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Windsor Hotel & Suites [](https://www.expedia.co.uk/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) Downtown Windsor 9.2/10 Wonderful (1047) "Room was clean and the service was good. The river view was also quite nice." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Trevy £104 includes taxes & fees 25 Jan - 26 Jan 2026 [](https://www.expedia.co.uk/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/0a4d8fcc.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/3000000/2240000/2232500/2232457/152605ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/32c7dc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caesars Windsor - A Caesars Rewards Destination [](https://www.expedia.co.uk/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) City Centre 8.6/10 Excellent (3173) "Good room, lots to do, makes for a nice weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john £114 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105460000/105452000/105451951/6864773a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105460000/105452000/105451951/4347ad93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105460000/105452000/105451951/e628b736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105460000/105452000/105451951/ed6f7398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Manor [](https://www.expedia.co.uk/Windsor-Hotels-Dougall.h105451951.Hotel-Information) City Centre £225 includes taxes & fees 8 Jan - 9 Jan 2026 [](https://www.expedia.co.uk/Windsor-Hotels-Dougall.h105451951.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11®ionId=6127335&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Find out more about Windsor ### Windsorand its attractions for luxury travelers Windsor, Ontario, offers an array of activities that cater to luxury travellers seeking both adventure and relaxation. Start your day at the stunning Windsor Sculpture Park, where you can stroll along the waterfront and admire over 30 remarkable outdoor sculptures, all while enjoying picturesque views of the Detroit skyline. For a taste of culture, visit the Art Gallery of Windsor, which boasts an impressive collection of contemporary and historical pieces, ensuring an enriching experience. Food enthusiasts will delight in the culinary scene, particularly at The Cook’s Shop, where exquisite dishes are crafted from local ingredients, making every meal a memorable experience. After a day of exploration, unwind at the Caesars Windsor, a luxurious hotel and casino that offers top-tier dining options, a lavish spa, and exciting entertainment. Finally, don’t miss the enchanting views from the Windsor-Detroit Tunnel, a unique experience that showcases the city from a different perspective. For an exceptional stay, consider hotels located along the waterfront, where you can enjoy upscale amenities and personalised service, ensuring a pampered experience that aligns perfectly with your high expectations. ### Find the best luxury hotels and resorts in Windsor For discerning travellers seeking a luxurious stay in Windsor, Ontario, these top hotels offer unparalleled amenities and exceptional service. Immerse yourself in comfort and elegance as you explore the best that this vibrant city has to offer. [**Ye Olde Walkerville Bed & Breakfast**](https://www.expedia.co.uk/Windsor-Hotels-Ye-Olde-Walkerville-Bed-Breakfast.h11237693.Hotel-Information) - **Why it's great for a luxury retreat:** For those seeking a charming and intimate luxury experience, Ye Olde Walkerville Bed & Breakfast is an exceptional choice with an outstanding review rating of 9.6\. The elegant stay is complemented by features like air conditioning and a fireplace, creating a warm and welcoming environment for guests. - **Other amenities:** Guests can enjoy free toiletries and access to a shared kitchen, ideal for those who prefer a home-like setting. The beautifully landscaped garden provides a perfect spot for relaxation, while free self-parking ensures convenience during your stay. The bed and breakfast’s unique character adds to the luxurious experience of Windsor's hospitality. - **Neighborhood:** Walkerville - **Nearby attractions:** Detroit Windsor Tunnel - 3.4 km, Caesars Casino - 3.3 km [**Caesars Windsor**](https://www.expedia.co.uk/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) - **Why it's great for a luxury retreat:** Those in search of a premier luxury experience will find Caesars Windsor to be a perfect choice, an impressive guest review rating of 8.6\. With stunning river views, the hotel features premium bedding for a restful night and a dedicated concierge service to cater to guests' every need. The secured valet parking ensures peace of mind and convenience upon arrival. - **Other amenities:** Guests can indulge in relaxation with the indoor pool and hot tub, or rejuvenate at the spa. With additional offerings such as designer toiletries, a health club, and early check-in or late check-out options, every detail is meticulously crafted for comfort. The hotel's nearby golf courses and electric car charging stations adds a touch of sophistication and convenience to your stay. - **Neighborhood:** City Centre - **Nearby attractions:** Adventure Bay Family Water Park - 0.9 km, Caesars Casino - 0 km [**Holiday Inn & Suites Windsor Ambassador Bridge by IHG**](https://www.expedia.co.uk/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) - **Why it's great for a luxury retreat:** Offering a touch of luxury within a welcoming place, the Holiday Inn & Suites Windsor Ambassador Bridge boasts a solid guest review rating of 7.6\. This hotel features a concierge service to assist with planning your stay and ensuring a comfortable experience for all guests. - **Other amenities:** Enjoy a refreshing dip in the indoor pool or unwind in the hot tub. With ample self-parking, guests can come and go with ease. The hotel also offers daily housekeeping, free toiletries, and options for connecting rooms, making it a versatile choice for various types of travellers. Nearby shopping options enhance the convenience and enjoyment of your stay. - **Neighborhood:** Sandwich - **Nearby attractions:** University of Windsor - 2 km, Ambassador Bridge - 3.7 km, Adventure Bay Family Water Park - 5.7 km ## Top Windsor Hotel Reviews ![Comfort Inn & Suites Ambassador Bridge](https://images.trvl-media.com/lodging/1000000/10000/3700/3660/9276fdc7_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "Room was good and great value for the price. Breakfast is exactly what you would expect." [](https://expedia.co.uk/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "The hotel is clean and has a beautiful view!!!" [](https://expedia.co.uk/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![SureStay Plus by Best Western Windsor](https://images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/e4f96d60_y.jpg) ### SureStay Plus by Best Western Windsor 10/10 Excellent "Clean and spacious room. " [](https://expedia.co.uk/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information) ![Caesars Windsor - A Caesars Rewards Destination](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17_y.jpg) ### Caesars Windsor - A Caesars Rewards Destination 10/10 Excellent "Clean room" [](https://expedia.co.uk/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Comfort Inn Windsor](https://images.trvl-media.com/lodging/1000000/20000/16000/15971/bd4e549c_y.jpg) ### Comfort Inn Windsor 10/10 Excellent "Room was clean." [](https://expedia.co.uk/Windsor-Hotels-Comfort-Inn-Windsor.h15971.Hotel-Information) ![Motel 6 Windsor, ON](https://images.trvl-media.com/lodging/1000000/50000/41200/41163/06f9db8f_y.jpg) ### Motel 6 Windsor, ON 10/10 Excellent "Staff were great! " [](https://expedia.co.uk/Windsor-Hotels-Motel-6-Windsor.h41163.Hotel-Information) ![Super 8 by Wyndham Windsor/Dougall](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/cc8ffabc_y.jpg) ### Super 8 by Wyndham Windsor/Dougall 10/10 Excellent "The room was well laid out. There was plenty of parking. The staff were welcoming and accommodating " [](https://expedia.co.uk/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Windsor? > The 4-star Caesars Windsor - A Caesars Rewards Destination, with an 8.6 rating, is frequently praised by guests for its clean, comfortable rooms and its great service. Its river view rooms and designer toiletries further enhance the guest experience. > > > The 4-star DoubleTree by Hilton Windsor Hotel & Suites, holding a 9.0 rating, is highlighted for its beautiful, clean rooms with premium bedding, as well as its friendly staff. Its convenient location and easy parking are also consistently mentioned by guests. ### Which area of Windsor is best to stay in for luxury hotels? > This central location offers stunning views across the Detroit River to the Detroit skyline. It's a convenient base for exploring Windsor's main attractions, with several upscale dining options and cultural venues within walking distance. The Caesars Windsor hotel, a prominent landmark, is situated here, offering an extensive entertainment complex. > > > For couples looking for a sophisticated getaway, staying in this area provides easy access to the waterfront promenade for relaxing strolls and features several high-end restaurants superb for a special evening out. ### How much does a luxury hotel in Windsor cost? ### Which luxury hotels in Windsor are good for families? > The 4-star Caesars Windsor – A Caesars Rewards Destination, with an 8.6 rating, is frequently praised by guests for its clean and comfortable rooms and excellent service. Its beautiful pool is also highlighted. > > > The 4-star DoubleTree by Hilton Windsor Hotel & Suites, holding a 9.0 rating, offers beautiful, clean rooms with premium bedding. Its prime location is often noted by guests, as is the friendly and efficient staff. ### What are the best luxury hotels in Windsor with a pool? > The 4-star Caesars Windsor - A Caesars Rewards Destination, with an 8.6 rating, features a beautiful indoor pool. Guests frequently praise the cleanliness of the rooms and the friendliness of the staff. > > > The 4-star DoubleTree by Hilton Windsor Hotel & Suites, boasting a 9.0 rating, also offers an indoor pool. Its prime location is often highlighted by guests, as are the comfortable beds and the hotel's convenient parking. ### Are there any top luxury hotels near Windsor Riverfront? > This 4-star property, with an 8.6 rating, offers premium bedding and river views, ensuring a comfortable stay with scenic vistas. Guests frequently praise the friendly and great staff, alongside the comfortable and clean beds. The hotel also provides designer toiletries and secured valet parking. ### What luxury activities and experiences are there in Windsor? > Downtown Windsor offers a mix of upscale dining, entertainment, and easy access to the city's main attractions. You'll find a selection of high-end hotels, many with excellent views of the Detroit River. The area around Ouellette Avenue and Riverside Drive is particularly central, putting you within walking distance of fine dining restaurants, theatres, and the Caesars Windsor resort. > > > Couples looking for a sophisticated getaway will appreciate downtown Windsor. You can enjoy a gourmet dinner, perhaps catch a show at the Capitol Theatre or a concert at the Colosseum at Caesars Windsor, and then take a leisurely stroll along the waterfront promenade. Many hotels here offer premium services like concierge assistance and rooms with river views. > > > The waterfront district, running along Riverside Drive, is ideal for those who enjoy scenic views and outdoor recreation with a touch of class. This area is known for its well-maintained parks, public art installations, and panoramic vistas of the Detroit skyline. It's a peaceful setting that still keeps you close to downtown amenities. > > > For those seeking relaxation and scenic beauty, the waterfront district is perfect. You can spend your mornings jogging or cycling along the riverfront trail, enjoy a picnic in one of the well-kept parks, or simply relax on a patio enjoying the view. ### How can I save on a luxury hotel in Windsor with Expedia? ### Is it cheaper to book a luxury Windsor hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Maidstone ](https://www.expedia.co.uk/5Star-Maidstone-Tecumseh-Hotels.s50-n3000408290-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Amherstburg ](https://www.expedia.co.uk/Amherstburg-Hotels-Adults-Only-Resorts.0-0-d59243-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Amherstburg Hotels ](https://www.expedia.co.uk/Amherstburg-Hotels.d59243.Travel-Guide-Hotels) - [Hotels near Art Gallery of Windsor ](https://www.expedia.co.uk/Art-Gallery-Of-Windsor-Hotels.0-l553248635974614384-0.Travel-Guide-Filter-Hotels) - 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[Serenity Lavender Farm ](https://www.expedia.co.uk/Serenity-Lavender-Farm-Essex.d553248621532864672.Attraction) - [Visit Chinatown ](https://www.expedia.co.uk/Windsor-Chinatown.dx713674670643798016) - [Rental cars Windsor airport ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d6033696.Car-Hire-Guide) - [Essex County Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex-County.d553248635976432302.Holiday-Rental-Destinations) - [Book Luxury Hotels in Windsor on Expedia.ca ](https://www.expedia.ca/Windsor-Hotels-Luxury-Hotel.0-0-d6127335-tLuxuryHotel.Travel-Guide-Filter-Hotels)