Title: 5 Stars Hotels in Isle of Wight, Windsor  - Find Cheap Isle of Wight Hotels With 5 Stars | Expedia.ca

[Isle of Wight Travel Guide](https://expedia.ca/Isle-Of-Wight.dx3000460059)[Hotels in Isle of Wight](https://expedia.ca/Isle-Of-Wight-Hotels.d3000460059.Travel-Guide-Hotels)[Vacation Rentals in Isle of Wight](https://expedia.ca/Isle-Of-Wight-Vacation-Rentals.d3000460059.Travel-Guide-VacationRentals)[Flights to Isle of Wight](https://expedia.ca/Cheap-Flights-To-Isle-Of-Wight.d3000460059.Travel-Guide-Flights)[Isle of Wight Car Rentals](https://expedia.ca/Car-Rentals-In-Isle-Of-Wight.d3000460059.Car-Rental-Guide)[Isle of Wight Vacation Packages](https://expedia.ca/Isle-Of-Wight.d3000460059.Destination-Travel-Guides)

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# 5 Stars Hotels in Isle of Wight, Windsor 

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## Check availability on Isle of Wight 5 Star Hotels

Tonight

[Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-12-07&endDate=2025-12-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-12-08&endDate=2025-12-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Isle of Wight 5 Star Hotels

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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 Isle of Wight.

![The Pinner House](https://images.trvl-media.com/lodging/51000000/50580000/50570600/50570569/81eb7931_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Pinner House

231 Pinner St Suffolk VA

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=50570569&PinnedHotelID=50570569&HadPinnedHotel=true&regionId=3000460059)

[](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-The-Pinner-House.h50570569.Hotel-Information)

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

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=3000460059&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=3000460059&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=3000460059&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=3000460059&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=3000460059&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 Isle of Wight Hotel Reviews

## Find out more about Isle of Wight

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

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Isle of Wight?

> - Search for the lowest price per night

### What makes a hotel 5 stars in Isle of Wight?

### Are there any 5-star all-inclusive resorts in Isle of Wight?

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