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Hotels in Windward Side

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Next weekend
May 22 - May 24
In two weeks
May 29 - May 31

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, (90 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.
The price is CNY920
CNY1,082 total
includes taxes & fees
May 17 - May 18
Saba Arawak Hotel
Property grounds

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (57 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 CNY777
CNY829 total
includes taxes & fees
Jun 5 - Jun 6
El Momo Cottages
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.
The price is CNY1,187
CNY1,271 total
includes taxes & fees
May 18 - May 19
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
8.6 out of 10, Excellent, (18 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 CNY730
CNY781 total
includes taxes & fees
May 27 - May 28
Talk of the Town Inn & Suites
Front of property

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very Good, (61 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 CNY1,293
CNY1,383 total
includes taxes & fees
May 18 - May 19
The Old Gin House
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.
The price is CNY1,339
CNY1,432 total
includes taxes & fees
May 28 - May 29
Barrel House St. Eustatius
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 November
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Windward Side
May
High 27°C / low 26°C. Cloudy most days.
View properties in May
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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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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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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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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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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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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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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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December, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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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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February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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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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April, 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

4.2/5 (5 reviews)
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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Learn more about Windward Side

Windward Side is applauded for its cultural attractions such as Dutch Museum of Saba and Saba Heritage Center. 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
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Check out reviews of Windward Side hotels guests love

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

6/10 Okay
"Talk of the Town is situated on a nice location, friendly service. Only on Expedia it says it has breakfast served daily; but there is not. Talk of the Town has no place/bar or something like that. So you have to look for a place outside this place to find breakfast..."
Linda 3-night trip
Posted 8 hours ago
Talk of the Town Inn & Suites

Frequently asked questions

How much does a hotel room cost in Windward Side?
You can find top hotels in Windward Side from CNY781 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".
How can I find deals and earn rewards at Windward Side hotels?
Discover great deals on Windward Side hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. And make sure to check out our last-minute deals on Windward Side hotels.
Can I book Windward Side hotels with free cancellation?
In order to book a refundable Windward Side hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of 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. To find more stays in Windward Side with a pool, use the "Amenities" filter on Hotels.com in your search and select "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?
If you're looking 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.
What accommodations do travelers recommend in Windward Side?
Guests like Saba Arawak Hotel, El Momo Cottages and The Cottage Club Hotel.
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.