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Hotels in Windward Side

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Where to stay in Windward Side?

Outdoor pool
Saba Arawak Hotel
Saba Arawak Hotel
3.0 star property
8.4 out of 10, Very Good, (75)
  • cleanliness
    Tropical escape in Windward Side with refreshing pool and island cuisine.
The price is $129
$151 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Saba Arawak Hotel
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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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
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Windward Side
December
High crowds
High 27°C / low 26°C. Sunny most days.
View properties in December
27°
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December, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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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°
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February, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
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March, High crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
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April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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27°
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May, Low crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
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28°
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June, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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28°
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July, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
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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°
weather_cloudy
October, High crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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28°
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November, High crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
Monthly weather averages (˚C)

Top landmarks in Windward Side

Dutch Museum of Saba

The center of Windward Side is home to cultural attractions like Dutch Museum of Saba, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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Saba Heritage Center

The center of Windward Side is home to cultural attractions like Saba Heritage Center, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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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.

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The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Check out reviews of Windward Side hotels guests love

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"Room was clean, great friendly staff especially Ahmad who welcomes everyone with big smile and is very helpful "
shahzad 1-night trip
Posted 2 weeks ago
Saba Arawak Hotel

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.