Photo by Meghan Watters

Hotels in Windward Side

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Where to stay in Windward Side?

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.
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Our prices for Windward Side are cheapest in July

See average prices and weather for all months
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
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Currently viewing crowd sizes and weather for August.
Weather forecast for Windward Side
August
trending_downLow crowds
High 29°C / low 27°C. Sunny most days.
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29°
weather_sun
August, Low crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
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September, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
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October, High crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
28°
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November, High crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
27°
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December, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
26°
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January, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
February, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
March, High crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
27°
weather_cloudy
May, Low crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
26°
28°
weather_sun
June, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
28°
weather_sun
July, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
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.

View from room at Juliana’s hotel. Super affordable and great views close to restaurants.
Photo by Meghan Watters
Open Photo by Meghan Watters

Check out reviews of Windward Side hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Windward Side?
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.
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.