Photo by Meghan Watters
Hotels in Windward Side
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Saba Arawak Hotel
Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (75)
8.4/10
Very Good
(75)
- Tropical escape in Windward Side with refreshing pool and island cuisine.
The Scenery Hotel Saba
The Scenery Hotel Saba
2.0 star property
Windward Side
The price is $999
$999
$1,149 total
includes taxes & fees
Jan 7 - Jan 8
El Momo Cottages
El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55)
8.6/10
Excellent
(55)
- Tropical Windward Side guesthouse near Dutch Museum of Saba offers garden views.
The price is $139
$139
$148 total
includes taxes & fees
Jan 25 - Jan 26
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (23)
9.6/10
Exceptional
(23)
- Tranquil gardens in Oranjestad with a pool, restaurant, and complimentary perks.
The Old Gin House
The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very Good, (54)
8.2/10
Very Good
(54)
- Relax in a Colonial retreat by the bay with a refreshing pool and terrace to enjoy.
The price is $166
$166
$178 total
includes taxes & fees
Jan 20 - Jan 21
Palm Spring Inn
Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
8.6/10
Excellent
(14)
- Stay in a homey Oranjestad apartment with a kitchen just minutes from the airport.
The price is $115
$115
$128 total
includes taxes & fees
Jan 7 - Jan 8
Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12)
9.0/10
Wonderful
(12)
- Just steps from F.D. Roosevelt Airport with a relaxing outdoor pool and serene garden.
The price is $169
$169
$181 total
includes taxes & fees
Jan 9 - Jan 10
Barrel House St. Eustatius
Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1)
8.0/10
Very Good
(1)
- Relax in Oranjestad's beachside B&B with convenient dining and cocktail options.
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.
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.
When is the best time to visit Windward Side?
When is the best time to visit Windward Side?Our prices for hotels in Windward Side are cheapest in July
When is the best time to visit Windward Side?
When is the best time to visit Windward Side?
Our prices for hotels in Windward Side are cheapest in July
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for January.
Typical weather for Windward Side
January
High 26°C / low 25°C. Sunny most days.
View properties in January 26°
January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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26°
February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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26°
March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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26°
April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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27°
May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
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28°
June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
28°
July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
28°
November, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
27°
December, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
Monthly weather averages (˚C)
Top landmarks in Windward Side
Learn more about Windward Side
Windward Side is applauded for its cultural attractions such as Saba Heritage Center and Dutch Museum of Saba. The city has something for everyone including sights like Mt Scenery and Harry L Johnson Museum within a scenic setting.
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories
Check out reviews of Windward Side hotels guests love
Quill Gardens Boutique Hotel
10/10 Excellent
"Marisol and Anton were absolutely wonderful hosts. The room itself was huge and gorgeous, the bed was comfortable and the shower was hot. The views were second to none, but the service was what truly made the difference. You are in excellent hands and Anton is an amazing chef, the best on the island! We would definitely return happily!!!!! We are experienced travelers and this was our favorite hotel stay ever!!!"
Saba Arawak Hotel
10/10 Excellent
"Room was clean, great friendly staff especially Ahmad who welcomes everyone with big smile and is very helpful "
The Old Gin House
10/10 Excellent
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
Talk of the Town Inn & Suites
10/10 Excellent
"The Talk of the Town is a stunning nice, cosy hotel with a small compound of summer houses and swimming pool. Most exciting and many thanks!
Raymond"
El Momo Cottages
10/10 Excellent
"The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it!"
Frequently asked questions
What accommodations do travelers recommend in Windward Side?
El Momo Cottages and Saba Arawak Hotel are a couple of accommodations that are popular with guests.
Where can I find free parking with my stay in Windward Side?
El Momo Cottages offers the perk of free parking.
Can I book refundable hotels in Windward Side?
If you're looking for the flexibility to change your plans to Windward Side, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Windward Side if I'm looking for a reasonably priced accommodation?
The Scenery Hotel Saba is an accommodation you might want to consider that'll save you money.
What will the weather in Windward Side be like during my visit?
Windward Side is a great place to visit any time of year with an average temperature of 78°F during the coldest months.
Why should I book my Windward Side hotel with Hotels.com?
There are lots of reasons to book your Windward Side trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.