Photo by Stills 'n' stories

Hotels in Windward Side

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Where to stay in Windward Side?

Saba Arawak Hotel
Outdoor pool

Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very Good, (71)
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.
See more propertiesforward arrow
trending_down

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 traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Windward Side
October
trending_upHigh crowds
High 84°F / low 81°F. Cloudy most days.
View properties in October
84°
weather_cloudy
October, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Cloudy most days.
81°
82°
weather_cloudy
November, High crowds, average high temperature 82 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Cloudy most days.
80°
80°
weather_sun
December, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
79°
weather_sun
January, Moderate crowds, average high temperature 79 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
79°
weather_sun
February, Moderate crowds, average high temperature 79 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
79°
weather_sun
March, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
80°
weather_sun
April, Moderate crowds, average high temperature 80 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
81°
weather_cloudy
May, Low crowds, average high temperature 81 degrees Fahrenheit, average low temperature 79 degrees Fahrenheit. Cloudy most days.
79°
82°
weather_sun
June, Low crowds, average high temperature 82 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Sunny most days.
80°
83°
weather_sun
July, Low crowds, average high temperature 83 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
81°
83°
weather_sun
August, Low crowds, average high temperature 83 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
81°
84°
weather_sun
September, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
81°
Monthly weather averages (˚F)

Top landmarks in Windward Side

Saba Heritage Center

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 Dutch Museum of Saba, Cove Bay Beach, and Well's Bay Beach.

See properties in Saba Heritage Center
Dutch Museum of Saba

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 Saba Heritage Center, Cove Bay Beach, and Well's Bay Beach.

See properties in Dutch Museum of Saba

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.

See all hotels in Windward Side
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

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"It was an amazing experience "
Shandelle 1-night trip
Posted 2 weeks ago
Saba Arawak Hotel

Frequently asked questions

How much does a hotel room cost in Windward Side?
You can find top hotels in Windward Side from $102 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?
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?
To book a refundable Windward Side hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Many 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?
Discover some of the best Windward Side hotels with a pool for a little extra luxury on your trip. The Cottage Club Hotel is a great hotel with an outdoor pool and a guest rating of 10 out of 10. Plus, you can make the most of its terrace and free parking. Saba Arawak Hotel is a popular hotel that features an outdoor pool along with an ocean-view restaurant and a bar/lounge. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Windward Side with a pool.
What are some of the best Windward Side hotels with free parking?
If you're arriving by car, choosing a great Windward Side hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Windward Side?
For hotels in central Windward Side, check out The Cottage Club Hotel and Saba Arawak Hotel. Travelers love The Cottage Club Hotel for its location, as well as the outdoor pool, terrace and free parking this hotel offers. Saba Arawak Hotel is another popular central hotel with an outdoor pool, an ocean-view restaurant and a bar/lounge.
Are all taxes and fees included in the Windward Side hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
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.