Photo by Stills 'n' stories
Hotels in Windward Side
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Windward Side?
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 February.
Typical weather for Windward Side
February
High 26°C / low 25°C. Sunny most days.
View properties in February 26°
February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
27°
May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
26°
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.
27°
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°
26°
January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
Monthly weather averages (˚C)
Top landmarks in Windward Side
Learn more about Windward Side
Windward Side is applauded for its cultural attractions such as Dutch Museum of Saba and Harry L Johnson Museum. The city has something for everyone including sights like Mt Scenery and Jo Bean Glass Art Studio within a scenic setting.
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories
Check out reviews of Windward Side hotels guests love
Saba Arawak Hotel
10/10 Excellent
"Well organised very clean room, nice balcony. Good wifi. the room had more kitchen equipment than expected, very convenient."
Quill Gardens Boutique Hotel
10/10 Excellent
"Great space and wonderful staff "
The Old Gin House
10/10 Excellent
"Very awesome hotel, great history and staff was excellent, great job."
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.