Photo by Meghan Watters

Hotels in Windward Side

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Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very Good, (59)
$130 nightly
The price is $137
Jul 29 - Jul 30
Total includes taxes and fees
Saba Arawak Hotel

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very Good, (1)
$219 nightly
The price is $235
Jul 29 - Jul 30
Total includes taxes and fees
Barrel House St. Eustatius

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (10)
$116 nightly
The price is $125
Jul 29 - Jul 30
Total includes taxes and fees
Talk of the Town Inn & Suites

The Old Gin House

3.0 star property
8.2 out of 10, Very Good, (51)
$186 nightly
The price is $199
Aug 1 - Aug 2
Total includes taxes and fees
The Old Gin House

Palm Spring Inn

3.0 star property
8.6 out of 10, Excellent, (14)
$120 nightly
The price is $128
Aug 1 - Aug 2
Total includes taxes and fees
Palm Spring Inn

Quill Gardens Boutique Hotel

4.0 star property
9.6 out of 10, Exceptional, (21)
$160 nightly
The price is $172
Jul 29 - Jul 30
Total includes taxes and fees
Quill Gardens Boutique 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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Our prices for Windward Side are cheapest in October

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

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

Check out the Windward Side hotels guests love right now

Frequently asked questions

How much does a hotel room cost in Windward Side?
You can find top hotels in Windward Side from $125 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 free parking and terrace. 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?
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 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.

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.