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

[Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-10-09&endDate=2025-10-10&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-10-10&endDate=2025-10-11&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000460059&startDate=2025-10-17&endDate=2025-10-19&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=24%2F10%2F2025&endDate=25%2F10%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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You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&regionId=3000460059&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&regionId=3000460059&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&regionId=3000460059&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&regionId=3000460059&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=11%2F10%2F2025&endDate=12%2F10%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?

> The amount you pay for a 5-star hotel in Isle of Wight depends on factors such as when you want to go and the length of your getaway. Our insider tip for scoring the best deal? Use our pricing filters to check out all of the available options for your chosen dates.
> 
>   
> 
> -   Search for the lowest price per night

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

> In Isle of Wight, a hotel needs to provide a certain level of high-end amenities to earn 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their exceptional service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like welcome gifts.

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

> Find an indulgent retreat that includes your room, meals, activities and entertainment in Isle of Wight with our filters. Search for hotels rated 5 stars and click on the "All inclusive" filter. Make sure you check what's included in the purchase price. That way, you're ready to take advantage of all the perks on offer when you arrive.

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