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Windward Side Hotels

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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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Showing deals for:30 Sept - 1 Oct
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Our prices for Windward Side are cheapest in October

See average prices and weather for all months
Price trends for hotels in Windward Side
Pricing is based on two traveller 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.
View properties in August
29°
weather_sun
August, Low crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_sun
September, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_cloudy
October, High crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
28°
weather_cloudy
November, High crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
27°
weather_sun
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.

Photo by Meghan Watters
Open Photo by Meghan Watters

Check out reviews of Windward Side hotels guests love

Frequently asked questions

How much does a hotel room cost in Windward Side?
You can discover great hotels in Windward Side from S$134 with properties to suit all budgets and needs. To find an affordable hotel in Windward Side that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Windward Side hotels?
Discover great deals on Windward Side hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Windward Side hotels.
How much does a hotel room cost in Windward Side?
You can find top hotels in Windward Side from S$134 with options to suit your budget and needs. If you're after an affordable hotel in Windward Side that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Windward Side hotels?
Discover great deals on Windward Side hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Windward Side hotels.
Can I book Windward Side hotels with free cancellation?
It's easy to book a refundable Windward Side hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
How can I find deals and earn rewards at Windward Side hotels?
Members can save up to 20% on select hotels in Windward Side. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Windward Side hotels with free cancellation?
It's easy to book a refundable Windward Side hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Windward Side hotels with a pool?
For a little extra luxury, discover some of the best Windward Side hotels with a pool. The Cottage Club Hotel is a great hotel with an outdoor pool and a guest rating of 10 out of 10. Saba Arawak Hotel is a popular hotel that features an outdoor pool along with an ocean-view restaurant and a bar/lounge. To find more stays in Windward Side with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Windward Side hotels with free parking?
If you're exploring by car, finding a great Windward Side hotel with free parking is a win. Our travellers' favourites include:
Can I book a refundable accommodation option in Windward Side?
If you want the flexibility to change your plans to Windward Side, most hotels offer refundable* rates that you can book. 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 26°C 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Windward Side

Find out more about Windward Side

If you're looking to discover somewhere new, look no further than Windward Side. Whether you're planning to stay for a night or for the week, the area around Windward Side has accommodation options to fit every need. Search for hotels in Windward Side with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Windward Side hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windward Side hotel deals are here with our lowest price guarantee.

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