
Hotels in Windsor
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Top-rated hotels in Windsor
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Trumbull and Porter Hotel
Discover the reimagined and newly renovated Trumbull & Porter Boutique Hotel, where Detroit’s history and modern style intersect. Nestled in the heart of Corktown, Detroit’s oldest and trendiest neighborhood, this boutique hotel finished its renovations in 2024 and offers 144 newly refurbished rooms featuring custom furnishings crafted by over 52 local artisans. Coffee shop, bar, cozy outdoor courtyard, free wifi, gym and pet friendly. $150 Incidental hold at check in, released at check out

The1RoomHotel -Be Our Only Guest
A private 3000 sq ft (indoor/outdoor) penthouse experience. What characterizes our project is a bespoke habitat - paying homage to the historic architecture while elevating the elements into a cozy retreat. We were able to preserve the original footprint of the space; every door, ceiling medallion, molding, and the early 1900’s tongue and groove hardwood floor. We transformed the interior archetype into a rich color pallet with vintage inspired furnishings to make you feel right at home.

Hotel Houze - Studio King Apartment, City view
Enjoy a beautifully designed studio apartment featuring a luxurious king-sized bed and a spacious living/sitting area perfect for relaxing, working, or unwinding after a day in the city. Large windows showcase stunning city views, adding a vibrant backdrop to your stay. The convenient kitchenette includes a microwave and coffee/tea maker, giving you everything you need to prepare light meals or enjoy a quick snack. Stay connected with complimentary high-speed Wi-Fi throughout the space.

Kasa Cadillac Square | Accessible Studio Queen
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | Queen Studio + Deluxe View
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | King Studio, Detroit
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | 1 Bedroom with Deluxe View
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | Queen Studio, Detroit
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Close to WFCU Centre + Free Breakfast & Pool
Award-winning comfort and convenience await just off the 401 at Exit 21 — close to everything Windsor, Essex, and Leamington have to offer. Enjoy easy access to downtown Windsor, local attractions, and cross-border trips to Detroit. Start your day with free hot breakfast, relax in the indoor pool, and enjoy free parking and Wi-Fi. Explore Lake St. Clair, visit Caesars Windsor Casino, and discover the best of the region from your modern, welcoming room.

The Leo Collection Detroit, Ascend Hotel
Located only 10 minutes from downtown Detroit, our hotel is designed so you can enjoy the perks of a truly special destination. Our all-suite hotel offers free WiFi, free parking and cozy amenities. All of our guest accommodations have a refrigerator, microwave, flat-screen TV and coffee maker in a modern room that offers you the luxury of a boutique stay. When you want to feel rejuvenated, spend some time relaxing in our indoor heated pool.

Valentine’s Day Special
You’ll love the hotel/casino with many features to accommodate during your stay. Not only do u get the best of both worlds hotel/casino, there’s also An amazing relaxing spa Immerse. Here u can enjoy great massages and also check out the pool and hot tub area. The hotel also has several different restaurant choices to pick from depending upon your appetite.

Cozy charmer with custom terrazzo tiles & vanity
For the solo traveler or a pair of lovers, The Chamber is ace. We love your pets as our own. We ask that you never leave your pet alone in the room. Housekeeping will be performed only when your pet is out with you. Pets are welcome for a $45 fee per stay, $15 of which will be donated to Michigan Humane Society
Popular amenities for Windsor hotels
Family-friendly hotels

Kasa Cadillac Square | Accessible Studio Queen

Kasa Cadillac Square | Queen Studio + Deluxe View

Hotel Houze - Studio King Apartment, City view

Kasa Cadillac Square | King Studio, Detroit

Hotel Houze - 1 Bedroom Queen Apartment

The Leo Collection Detroit, Ascend Hotel

Trumbull and Porter Hotel

Historic Elegance in Sandwich Town - East Wing
Other hotel vacation rentals

Kasa Cadillac Square | Accessible Studio Queen

Kasa Cadillac Square | Queen Studio + Deluxe View

Hotel Houze - Studio King Apartment, City view

Kasa Cadillac Square | King Studio, Detroit

Hotel Houze - 1 Bedroom Queen Apartment

The Leo Collection Detroit, Ascend Hotel

Trumbull and Porter Hotel

Historic Elegance in Sandwich Town - East Wing
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 CAD | $251 CAD | $249 CAD | $238 CAD | $463 CAD | $446 CAD | $413 CAD | $457 CAD | $421 CAD | $298 CAD | $326 CAD | $262 CAD |
| Avg. temp | -3 °C | -2 °C | 3 °C | 9 °C | 16 °C | 21 °C | 23 °C | 22 °C | 18 °C | 12 °C | 5 °C | 0 °C |
Quick stats about hotels in Windsor

Total vacation rentals
Explore 30 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Windsor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

Nearby attractions
Windsor’s top spots, include Little Caesars Arena, Comerica Park, and Ford Field
Destinations to explore
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- Little Caesars Arena
- Ford Field
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Museum of Art
- University of Michigan Historical Marker
- Motown Museum
- University of Windsor
- The Heidelberg Project
- Maumee Bay State Park
- Hollywood Casino at Greektown
- Lake St. Clair Metropark
- Kensington Metropark
- Pine Knob Music Theatre
- Fox Theatre
- The Ark
- Renaissance Center
- Huntington Place
- Dequindre Cut
- Detroit Historical Museum
- Great Lakes Crossing Outlets



