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Hotels in Windward Side

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Check prices for these dates

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Where to stay in Windward Side?

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, (57 reviews)
  • cleanliness
    Tropical Windward Side guesthouse near Dutch Museum of Saba offers garden views.
The price is $99
$106 total
includes taxes & fees
Apr 10 - Apr 11
El Momo Cottages
Outdoor pool
Saba Arawak Hotel
Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (84 reviews)
  • cleanliness
    Tropical escape in Windward Side with refreshing pool and island cuisine.
The price is $135
$159 total
includes taxes & fees
Mar 30 - Mar 31
Saba Arawak Hotel
Exterior
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
  • cleanliness
    Tranquil gardens in Oranjestad with a pool, restaurant, and complimentary perks.
The price is $168
$180 total
includes taxes & fees
Mar 31 - Apr 1
Quill Gardens Boutique Hotel
Front of property
Palm Spring Inn
Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very Good, (15 reviews)
  • cleanliness
    Stay in a homey Oranjestad apartment with a kitchen just minutes from the airport.
The price is $115
$128 total
includes taxes & fees
Mar 30 - Mar 31
Palm Spring Inn
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)
  • cleanliness
    Just steps from F.D. Roosevelt Airport with a relaxing outdoor pool and serene garden.
The price is $107
$115 total
includes taxes & fees
Apr 7 - Apr 8
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, (60 reviews)
  • cleanliness
    Relax in a Colonial retreat by the bay with a refreshing pool and terrace to enjoy.
The price is $183
$196 total
includes taxes & fees
Apr 1 - Apr 2
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)
  • cleanliness
    Relax in Oranjestad's beachside B&B with convenient dining and cocktail options.
The price is $236
$252 total
includes taxes & fees
Apr 1 - Apr 2
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 July
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
View properties in March
Currently viewing crowd sizes and weather for March.
Typical weather for Windward Side
March
High 26°C / low 25°C. Sunny most days.
View properties in March
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.
25°
27°
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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°
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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°
26°
weather_sun
January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
26°
weather_sun
February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
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 Saba Heritage Center, Mt Scenery, and Cove 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 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 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

The Old Gin House

The Old Gin House

8/10 Good
"There is no shuttle. Someone at the airport got us a taxi. The hotel did not help in any way in us getting to the hotel. Important to know.....you are on your own to and from the hotel. Heads up hotel.com would not let me post this"
scott 3-night trip
Posted 3 weeks ago
The Old Gin House

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.