Title: The Best 4 Star Hotels in Windward Side from $172 | Expedia.com

[Windward Side Travel Guide](https://expedia.com/Windward-Side.dx11638)[Hotels in Windward Side](https://expedia.com/Windward-Side-Hotels.d11638.Travel-Guide-Hotels)[Vacation Rentals in Windward Side](https://expedia.com/Windward-Side-Vacation-Rentals.d11638.Travel-Guide-VacationRentals)[Flights to Windward Side](https://expedia.com/Cheap-Flights-To-Windward-Side.d11638.Travel-Guide-Flights)[Things to do in Windward Side](https://expedia.com/Things-To-Do-In-Windward-Side.d11638.Travel-Guide-Activities)[Car Rentals in Windward Side](https://expedia.com/Car-Rentals-In-Windward-Side.d11638.Car-Rental-Guide)[Windward Side Vacation Packages](https://expedia.com/Windward-Side.d11638.Destination-Travel-Guides)

![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)

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## Check availability on Windward Side 4 Star Hotels

Tonight

[Mar 22 - Mar 23](https://www.expedia.com/Hotel-Search?regionId=11638&startDate=2026-03-22&endDate=2026-03-23&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 23 - Mar 24](https://www.expedia.com/Hotel-Search?regionId=11638&startDate=2026-03-23&endDate=2026-03-24&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=11638&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=11638&startDate=2026-04-03&endDate=2026-04-05&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)

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/56795a50.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)

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

###  Quill Gardens Boutique Hotel

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

Oranjestad

9.6/10

Exceptional

(26 reviews)

"It was great time to stay with comfortable "

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

YONG

$160 nightly

$172 total

Mar 31 - Apr 1

Total with taxes and fees

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

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## Learn more about Windward Side

Colorful 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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&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/86000000/85540000/85534600/85534552/499a6edb_y.jpg)

###  Quill Gardens Boutique Hotel

10/10 Excellent

"Great space and wonderful staff "

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

## Find out more about Windward Side

## Windward Side Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Windward Side, Saba are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Windward Side 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Windward Side. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Windward Side, Saba, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Windward Side hotels offer everything your heart desires.

## 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?

> - Search for the lowest price from $172

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

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