Title: 5 Stars Hotels in Windsor, Virginia from CA $224 - Find Cheap Windsor Hotels With 5 Stars | Expedia.ca

[Windsor Travel Guide](https://expedia.ca/Windsor.dx3000460770)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d3000460770.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d3000460770.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d3000460770.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d3000460770.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d3000460770.Destination-Travel-Guides)

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# 5 Stars Hotels in Windsor, Virginia from CA $224

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## Check availability on Windsor 5 Star Hotels

Tonight

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2025-12-10&endDate=2025-12-11&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2025-12-11&endDate=2025-12-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windsor.

![Hilton Norfolk The Main](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417334/ec9c304d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hilton Norfolk The Main

100 East Main Street Norfolk VA

CA $237

CA $281 total

Dec 16 - Dec 17

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

[](https://expedia.ca/Norfolk-Hotels-Hilton-Norfolk-The-Main.h16417334.Hotel-Information)

![Kingsmill Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/3f82f1eb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Kingsmill Resort

1010 Kingsmill Rd Williamsburg VA

CA $136

CA $224 total

Jan 2 - Jan 3, 2026

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

[](https://expedia.ca/Williamsburg-Hotels-Kingsmill-Resort.h25624.Hotel-Information)

![The Inn at Four Eleven York](https://images.trvl-media.com/lodging/38000000/37280000/37271600/37271511/912a14f0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Inn at Four Eleven York

411 W York St Norfolk VA

[Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=37271511&PinnedHotelID=37271511&HadPinnedHotel=true&regionId=3000460770)

9.8/10 Exceptional! (100 reviews)

[](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-Four-Eleven-York.h37271511.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Windsor.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&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=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=3000460770&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.

## Top Windsor Hotel Reviews

## Find out more about Windsor

Luxury is the name of the game at the best 5 Stars hotels in Windsor. 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 Windsor 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 Windsor 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 Windsor 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 Windsor.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Windsor?

> - Search for the lowest price per night from CA $224

### What makes a hotel 5 stars in Windsor?

### Are there any 5-star all-inclusive resorts in Windsor?

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