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 hotels in Windward Side are cheapest in June

See average prices and weather for all months

Price trends for hotels in Windward Side

Pricing is based on two traveller single night rates
Apr
CA $199
Average price during April is CA $199
May
CA $200
Average price during May is CA $200
Jun
CA $163
Average price during June is CA $163
Jul
CA $183
Average price during July is CA $183
Aug
CA $178
Average price during August is CA $178
Sep
CA $172
Average price during September is CA $172
Oct
CA $174
Average price during October is CA $174
Nov
CA $184
Average price during November is CA $184
Dec
CA $204
Average price during December is CA $204
Jan
CA $197
Average price during January is CA $197
Feb
CA $195
Average price during February is CA $195
Mar
CA $167
Average price during March is CA $167
Currently viewing crowd sizes and weather for April.

April

trending_flatModerate crowds
High 26°C / low 25°C. Sunny most days.
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°
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°
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

Frequently asked questions

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 with my pet in Windward Side?
Your furry friend can stay with you at this pet-friendly hotel: El Momo Cottages.
Which Windward Side hotels do travelers like for their great location?
Our guests love Scout’s Place Hotel for its great location.
Where can I stay in Windward Side if I'm looking for a reasonably priced accommodation?
Scout’s Place Hotel is an accommodation you might want to consider that’ll save you money.
Where can I stay if I'm traveling to Windward Side for a family-friendly vacation?
Your kids are welcome at El Momo Cottages.
Where should I stay in Windward Side for a vacation with my partner?
El Momo Cottages is a good option for a romantic getaway with your special someone.
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.

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 accommodations to fit every need. Search for hotels in Windward Side with Hotels.com by checking our online map. Our map displays the areas and neighborhoods 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.