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Hotels in Windward Side

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Check prices for these dates

Tonight
Feb 25 - Feb 26
Tomorrow
Feb 26 - Feb 27
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Where to stay in Windward Side?

Outdoor pool
Saba Arawak Hotel
Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (81 reviews)
Dive into Caribbean paradise at this Windward Side hotel with an outdoor pool and on-site restaurant serving local cuisine. Explore nearby Dutch Museum of Saba and Heritage Center, then return to comfort with free WiFi and convenient parking.
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, (56 reviews)
Rustic cottages nestled on Saba Island with an outdoor pool for cooling off after exploring. Just minutes from the Dutch Museum and Heritage Center, this tranquil retreat offers lush garden surroundings and a welcoming restaurant terrace.
The price is $139
$148 total
includes taxes & fees
Mar 1 - Mar 2
El Momo Cottages
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)
Unwind at this coastal retreat with 2 on-site restaurants and a welcoming bar/lounge. Located near Lower Town Beach and Fort Oranje, this B&B offers free WiFi and parking, just a 2-minute drive from F.D. Roosevelt Airport.
Barrel House St. Eustatius
Exterior
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
Unwind at this boutique guesthouse with lush garden surroundings and a refreshing outdoor pool. Just 3 minutes from Roosevelt Airport with free breakfast, WiFi and parking. Grab drinks at the bar after exploring nearby Government Guesthouse.
Quill Gardens Boutique Hotel
Premium Bungalow, Non Smoking | Living area
Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.2 out of 10, Wonderful, (13 reviews)
This Oranjestad hotel offers island convenience with free WiFi and complimentary parking. Swim in the outdoor pool, unwind on the terrace, or stroll through the garden. Government Guesthouse and Dutch Reformed Church are just minutes away for cultural exploration.
The price is $116
$124 total
includes taxes & fees
Mar 28 - Mar 29
Talk of the Town Inn & Suites
On the beach, scuba diving
The Old Gin House
The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very Good, (58 reviews)
Steps from Fort Oranje and Lower Town Beach in Oranjestad, this Colonial hotel offers seaside charm with an outdoor pool. Unwind at one of 2 bars or savor meals at the on-site restaurant while enjoying garden views, free breakfast, and WiFi.
The price is $183
$196 total
includes taxes & fees
Mar 1 - Mar 2
The Old Gin House
Front of property
Palm Spring Inn
Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14 reviews)
Experience comfortable island living at this welcoming inn featuring apartments with full kitchens and private balconies or patios. Located near Government Guesthouse and Dutch Reformed Church, with free WiFi and parking for added convenience.
The price is $115
$128 total
includes taxes & fees
Feb 26 - Feb 27
Palm Spring Inn
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 February
Currently viewing crowd sizes and weather for February.
Typical weather for Windward Side
February
High 26°C / low 25°C. Sunny most days.
View properties in February
26°
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February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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26°
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March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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26°
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April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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27°
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
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28°
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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28°
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
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September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
weather_cloudy
October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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28°
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November, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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27°
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December, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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26°
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January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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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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Harry L Johnson Museum

The center of Windward Side is home to cultural attractions like Harry L Johnson Museum, 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, Mt Scenery, and Cove Bay Beach.
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Learn more about Windward Side

Windward Side is applauded for its cultural attractions such as Dutch Museum of Saba 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.

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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
"Well organised very clean room, nice balcony. Good wifi. the room had more kitchen equipment than expected, very convenient."
Robert 2-night trip
Posted 8 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.