Photo by Meghan Watters

Hotels in Windward Side

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Check prices for these dates

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
May
$144
Average price during May is $144
Jun
$130
Average price during June is $130
Jul
$121
Average price during July is $121
Aug
$128
Average price during August is $128
Sep
$126
Average price during September is $126
Oct
$122
Average price during October is $122
Nov
$137
Average price during November is $137
Dec
$138
Average price during December is $138
Jan
$139
Average price during January is $139
Feb
$136
Average price during February is $136
Mar
$126
Average price during March is $126
Apr
$145
Average price during April is $145
Currently viewing crowd sizes and weather for May.

May

trending_downLow crowds
High 27°C / low 26°C. Cloudy most days.
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°
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°
weather_sun
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°
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

Frequently asked questions

What accommodations do travelers recommend in Windward Side?
Saba Arawak Hotel is an accommodation that is 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.
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.