Title: The 10 Best 4 Star Hotels in Windward Side - 2026 Updated Prices | Expedia.co.uk

[Windward Side Travel Guide](https://expedia.co.uk/Windward-Side.dx11638)[Hotels in Windward Side](https://expedia.co.uk/Windward-Side-Hotels.d11638.Travel-Guide-Hotels)[Holiday Rentals in Windward Side](https://expedia.co.uk/Windward-Side-Holiday-Rentals.d11638.Travel-Guide-HolidayRentals)[Flights to Windward Side](https://expedia.co.uk/Cheap-Flights-To-Windward-Side.d11638.Travel-Guide-Flights)[Things to do in Windward Side](https://expedia.co.uk/Things-To-Do-In-Windward-Side.d11638.Travel-Guide-Activities)[Windward Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windward-Side.d11638.Car-Hire-Guide)[Windward Side Holidays](https://expedia.co.uk/Windward-Side.d11638.Holidays-City-Breaks)

![The beautiful island of Saba](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Stills 'n' stories

![](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Windward Side 4 Star Hotels

Tonight

[7 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=11638&startDate=2026-02-07&endDate=2026-02-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[8 Feb - 9 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=11638&startDate=2026-02-08&endDate=2026-02-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=11638&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=11638&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windward Side 4-star hotels

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/499a6edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/7f149889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/e2cedb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property – evening/night](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/cdab380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Quill Gardens Boutique Hotel

[](https://www.expedia.co.uk/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information)

Oranjestad

9.6/10

Exceptional

(25 reviews)

"It was great time to stay with comfortable "

![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg)

YONG

[](https://www.expedia.co.uk/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information)

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## Learn more about Windward Side

Colourful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

[See all hotels in Windward Side](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&adults=2&regionId=11638)

![The beautiful island of Saba](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

Photo by Stills 'n' stories

## Top Windward Side Hotel Reviews

![ Quill Gardens Boutique Hotel](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/c6c425a2_y.jpg)

###  Quill Gardens Boutique Hotel

10/10 Excellent

"Great space and wonderful staff "

[](https://expedia.co.uk/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information)

## Find out more about Windward Side

## Frequently asked questions

### What are the best 4-star hotels in Windward Side?

### How much does it cost to stay in a 4-star hotel in Windward Side?

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### What's the difference between 5-star and 4-star hotels in Windward Side?