Photo by Meghan Watters

Hotels in Windward Side

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Check prices for these dates

Tonight
Jul 12 - Jul 13
Tomorrow
Jul 13 - Jul 14
Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

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, (59)
Saba Arawak Hotel
El Momo Cottages
Outdoor pool, sun loungers

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (52)
$101 nightly
The price is $106
Aug 3 - Aug 4
Total includes taxes and fees
El Momo Cottages
Barrel House St. Eustatius
View from property

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very Good, (1)
Barrel House St. Eustatius
Talk of the Town Inn & Suites
Premium Bungalow, Non Smoking | Living area

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (9)
$111 nightly
The price is $119
Jul 13 - Jul 14
Total includes taxes and fees
Talk of the Town Inn & Suites
The Old Gin House
Hiking

The Old Gin House

3.0 star property
8.2 out of 10, Very Good, (51)
$194 nightly
The price is $208
Jul 13 - Jul 14
Total includes taxes and fees
The Old Gin House
Palm Spring Inn
Front of property

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
Outdoor pool

Quill Gardens Boutique Hotel

4.0 star property
9.4 out of 10, Exceptional, (19)
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

See average prices and weather for all months

Price trends for hotels in Windward Side

Pricing is based on two traveler single night rates
Jul
$135
Average price during July is $135
Aug
$126
Average price during August is $126
Sep
$128
Average price during September is $128
Oct
$123
Average price during October is $123
Nov
$134
Average price during November is $134
Dec
$136
Average price during December is $136
Jan
$137
Average price during January is $137
Feb
$132
Average price during February is $132
Mar
$127
Average price during March is $127
Apr
$132
Average price during April is $132
May
$129
Average price during May is $129
Jun
$130
Average price during June is $130
Currently viewing crowd sizes and weather for July.

July

trending_downLow crowds
High 83°F / low 81°F. Sunny most days.
83°
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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.
81°
84°
weather_sun
September, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
81°
84°
weather_cloudy
October, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Cloudy most days.
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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°
Monthly weather averages (˚F)
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Top landmarks in Windward Side

Saba Heritage Center

You can spend an afternoon studying the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.

See properties in Saba Heritage Center
Saba Heritage Center

Learn more about Windward Side

Windward Side is applauded for its cultural attractions such as Saba Heritage Center and Harry L Johnson Museum. The city has something for everyone including sights like Mt Scenery and Jo Bean Glass Art Studio 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 the Windward Side hotels guests love right now

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Property managers are awesome "
Reginaldo 2-night trip
Posted 2 months ago
Quill Gardens Boutique Hotel

Frequently asked questions

How much does a hotel room cost in Windward Side?
You can find top hotels in Windward Side from $106 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?
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.
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.