A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Our top choices for Windsor luxury hotels

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
4.0 star property
City Centre
8.8 out of 10, Excellent, (3,662 reviews)
  • cleanliness
    Riverside retreat offers pillowtop beds, 6 restaurants, and casino with 2600 slots.
The price is £53
includes taxes & fees
15 Dec - 16 Dec
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

2. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,180 reviews)
The price is £97
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Windsor Hotel & Suites
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

3. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
4.0 star property
Downtown Windsor
8.8 out of 10, Excellent, (1,488 reviews)
The price is £88
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express Windsor Waterfront by IHG
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.
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Find out more about Windsor

Windsor and its attractions for luxury travelers

Windsor offers a captivating blend of history, culture, and elegance that luxury travellers will cherish. Begin your journey with a visit to the breathtaking gardens that surround the grand residence, perfect for leisurely strolls and photography. For a taste of local history, explore the nearby historic markets, where artisanal crafts and gourmet food selections abound, providing an authentic shopping experience. A scenic walk along the picturesque riverbanks is a perfect way to unwind, offering stunning views and a sense of tranquility that complements your luxurious stay. If you're seeking adventure, indulge in a private tour that unveils the region's hidden gems, ensuring a unique experience tailored to your interests. After a day of exploration, retreat to a luxurious hotel that promises attentive service and exquisite accommodations, making your stay in Windsor as memorable as the sights you’ve seen.

Find the best luxury hotels and resorts in Windsor

For those seeking a luxurious experience in Windsor, these exquisite accommodations offer a blend of comfort and elegance. Each hotel provides unique amenities that cater to discerning travellers.

Ye Olde Walkerville Bed & Breakfast

  • Why it's great for a luxury retreat: Ye Olde Walkerville Bed & Breakfast is a charming retreat that perfectly embodies luxury and comfort. With an impressive traveler review rating of 10 out of 10 and a 3.5-star rating, this hotel offers a serene atmosphere enhanced by features like air conditioning and a cozy fireplace, making it an ideal choice for those who appreciate the finer things in life.
  • Other amenities: Guests will enjoy complimentary toiletries and free WiFi, adding to the overall convenience of their stay. The hotel also offers rollaway and extra beds at no additional charge, as well as a sofa bed for added comfort. The beautiful garden provides a tranquil setting for relaxation, while free self-parking ensures easy access for travellers exploring Windsor.
  • Neighborhood: Walkerville
  • Nearby attractions: Willistead Park Trail Trailhead - 0.7 km, Drouillard Park Trails Trailhead - 1.1 km

Caesars Windsor

  • 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

  • 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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"We always stay at Caesar’s when we visit our daughter at university. It’s got a fantastic location and everything here is always top notch. We will be back in the spring 😊."
Sean 1-night trip
Posted 8 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Frequently asked questions

Which area of Windsor, Ontario, Canada is best to stay in for luxury hotels?
For luxury hotels in Windsor, Ontario, Downtown Windsor, particularly the riverfront and Casino district, is the premier choice. This area is home to the city's most distinguished upscale properties, offering travellers an unparalleled experience. With a concentration of high-end hotels, many boasting stunning views of the Detroit River, it's the ideal spot for those seeking quality and convenience.

For couples or solo travellers looking for a sophisticated getaway, the hotels here provide easy access to fine dining, vibrant nightlife, and attractions like the renowned Caesars Windsor casino. The central location also ensures you're never far from cultural experiences and entertainment, making every moment of your stay effortless and enjoyable.
How much does a luxury hotel in Windsor cost?
Luxury hotel prices in Windsor vary, but you can find a great deal from £53 on Expedia. To find the best prices on luxury stays, be flexible with your dates. Typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
What are the top-rated luxury hotels in Windsor?
The DoubleTree by Hilton Windsor Hotel & Suites, boasting a superb 9.2 guest rating, offers couples an exceptional experience with its breathtaking RiverView rooms and sumptuous Premium Bedding, ensuring a truly restful and romantic stay. For added convenience, early check-in options are available, allowing you to start your luxurious getaway without delay. Guests consistently praise the beautiful, clean rooms, the friendly and great staff, and the absolutely beautiful location. The convenient and easy parking is also a plus, and the super comfy and comfortable beds receive rave reviews.

For those seeking an exhilarating blend of luxury and entertainment, Caesars Windsor Hotel & Casino - A Caesars Rewards Destination, rated 8.8 by travellers, presents a sophisticated escape. This hotel also features magnificent RiverView accommodations and indulgent Premium Bedding, alongside designer toiletries to enhance your pampering experience. Valet parking, including secured options, ensures a seamless arrival and departure. Guests frequently highlight the nice, clean rooms, the friendly and great staff and service, and the comfortable and clean beds.
What luxury activities and experiences are there in Windsor, Ontario, Canada?
For those seeking luxury in Windsor, Ontario, an array of refined experiences awaits, particularly centered around the vibrant waterfront and the renowned Caesars Windsor. This premier casino resort offers a complete upscale package, featuring an exciting array of slot machines and table games, an exclusive poker room, and premier on-site dining and sophisticated bars. Guests can also enjoy live performances at The Colosseum, unwind in the sauna, or take a dip in the indoor pool, all while soaking in breathtaking views of the Detroit skyline.

For a more personalised touch, private luxury cruises on the Detroit River offer an unforgettable way to experience the city's beauty. Imagine a tranquil Weekday Private Detroit Luxury Cruise or a Private Scenic Riverside and Nature Walking Tour, providing an intimate perspective of the area's natural charm.

Indulge in ultimate relaxation at Windsor's upscale spas, where a full menu of luxury treatments is available. From soothing relaxation massages and innovative floatation therapy to rejuvenating facials, body treatments, and professional makeup services, every detail is designed for your well-being.

Culinary enthusiasts will delight in Windsor's fine dining scene. Beyond the exceptional offerings at Caesars Windsor, local guides highlight numerous upscale restaurants that promise indulgent dining experiences and a refined night out.

For those who appreciate fine beverages, the region offers exquisite wine and whisky experiences. Enjoy guided bicycle tours along the picturesque Wine Trail or immerse yourself in the Wiser's Experience whisky tour, complete with tastings, great for a sophisticated adult itinerary.
Which luxury hotels in Windsor are good for families?
The DoubleTree by Hilton Windsor Hotel & Suites, a 4-star establishment with an impressive guest rating of 9.2, offers a truly delightful experience for families. Guests consistently rave about the beautiful and clean rooms, ensuring a comfortable stay. The super comfy and comfortable beds promise a restful night's sleep, while the friendly and great staff are always on hand to assist. The hotel's location is absolutely beautiful, with convenient and easy parking, making it an ideal base for exploring. You can even request an early check-in, subject to availability, to start your family adventure sooner.

For those seeking a touch more indulgence, the Caesars Windsor Hotel & Casino - A Caesars Rewards Destination, also a 4-star property with a respectable 8.8 rating, provides a luxurious escape. This hotel truly understands the value of convenience and elegance, offering valet parking for a seamless arrival and departure. Imagine unwinding in rooms adorned with designer toiletries, or sinking into premium bedding after a day of family fun.
What are the best luxury hotels in Windsor with a pool?
The DoubleTree by Hilton Windsor Hotel & Suites, a 4-star gem rated 9.2 by guests, offers a truly luxurious stay with beautiful, clean rooms and super comfy, comfortable beds ensuring a restful night's sleep. You'll love the absolutely beautiful river views, and the convenience of easy, convenient parking, all supported by friendly, great staff.

Meanwhile, the Caesars Windsor Hotel & Casino, another 4-star option with an 8.8 rating, provides a more opulent experience. Indulge in designer toiletries and enjoy the ease of secured valet parking. Guests consistently praise the nice, clean rooms and comfortable beds, along with the great, good service from the friendly, great staff. The fabulous, beautiful pool is a particular highlight, making it a great spot to unwind.
Are there any top luxury hotels near Detroit Opera House?
The DoubleTree by Hilton Windsor Hotel & Suites, a superb 4-star establishment with an impressive guest rating of 9.2, offers an exceptional stay for those seeking comfort and quality. Couples will particularly appreciate the opportunity to request an early check-in, allowing for more precious moments to relax and unwind, and the premium bedding promises a truly restful night's sleep. Many guests rave about the beautiful, clean rooms and the absolutely stunning river views that truly elevate the experience.

For an even more indulgent escape, consider Caesars Windsor Hotel & Casino - A Caesars Rewards Destination, another 4-star gem, rated 8.8 by travellers. This hotel takes luxury to the next level with designer toiletries, ensuring a pampering experience, and the convenience of secured valet parking, allowing for a truly stress-free arrival. Like the DoubleTree, many rooms offer breathtaking river views, creating a serene and romantic backdrop for your stay.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Windsor for you.
How can I save on a luxury hotel in Windsor with Expedia?
There are plenty of ways to save on a luxury hotel in Windsor. Join One Key™, our free travel rewards programme, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Windsor hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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