Photo by Meghan Watters

Hotels in Windward Side

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Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Where to stay in Windward Side?

Outdoor pool
Saba Arawak Hotel
Saba Arawak Hotel
3.0 star property
Windward Side
8.6 out of 10, Excellent, (76 reviews)
  • cleanliness
    Tropical escape in Windward Side with refreshing pool and island cuisine.
Saba Arawak Hotel
Superior Cottage, 2 Twin Beds, Kitchenette, Ocean View | View from room
El Momo Cottages
El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
  • cleanliness
    Tropical Windward Side guesthouse near Dutch Museum of Saba offers garden views.
The price is $114
$122 total
includes taxes & fees
Jan 22 - Jan 23
El Momo Cottages
Premium Bungalow, Non Smoking | Living area
Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12 reviews)
  • cleanliness
    Just steps from F.D. Roosevelt Airport with a relaxing outdoor pool and serene garden.
The price is $134
$143 total
includes taxes & fees
Jan 21 - Jan 22
Talk of the Town Inn & Suites
View from property
Barrel House St. Eustatius
Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1 review)
  • cleanliness
    Relax in Oranjestad's beachside B&B with convenient dining and cocktail options.
Barrel House St. Eustatius
On the beach, scuba diving
The Old Gin House
The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very Good, (55 reviews)
  • cleanliness
    Relax in a Colonial retreat by the bay with a refreshing pool and terrace to enjoy.
The price is $189
$202 total
includes taxes & fees
Jan 23 - Jan 24
The Old Gin House
Exterior
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (24 reviews)
  • cleanliness
    Tranquil gardens in Oranjestad with a pool, restaurant, and complimentary perks.
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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When is the best time to visit Windward Side?

Our prices for hotels in Windward Side are cheapest in July
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Windward Side
January
High 26°C / low 25°C. Sunny most days.
View properties in January
26°
weather_sun
January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
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February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
27°
weather_cloudy
May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
26°
28°
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
28°
weather_sun
July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_sun
August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_sun
September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_cloudy
October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
28°
weather_cloudy
November, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
27°
27°
weather_sun
December, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
Monthly weather averages (˚C)

Top landmarks in Windward Side

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 Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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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 Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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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
The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Check out reviews of Windward Side hotels guests love

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"Friendly Staff "
Trilochan 3-night trip
Posted 13 days ago
Saba Arawak Hotel

Frequently asked questions

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 in Windward Side if I'm looking for a reasonably priced accommodation?
The Scenery Hotel Saba is an accommodation you might want to consider that'll save you money.
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.