Deals on vacations and trips to Windward Side

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Top Windward Side hotel deals

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak, Windward Side, Saba
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
per night
May 4 - May 5
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking and luggage storage are also offered on site.
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill, Windward Side, Saba
The price is $99 per night
$99
per night
May 8 - May 9
A restaurant and an outdoor pool are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Beautiful Gingerbread Cottage - Spectacular View & Pool

Beautiful Gingerbread Cottage - Spectacular View & Pool

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This cottage features an outdoor pool and a spa tub. A garden is also provided.
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

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A spa tub is featured at this villa, along with a garden and barbecue grills.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

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A spa tub is featured at this cottage, along with a garden.
Beautiful Traditional Saba Cottage With all the Modern Amenities

Beautiful Traditional Saba Cottage With all the Modern Amenities

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This vacation home features barbecue grills.
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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.

Popular places to visit

Image for Dutch Museum of Saba

Dutch Museum of Saba

You can spend time browsing the exhibits at Dutch Museum of Saba in Windward Side. While you're in the area, wander around the gardens.

Dutch Museum of Saba
Image for Saba Heritage Center

Saba Heritage Center

You can enjoy some culture when you stop by Saba Heritage Center in Windward Side. Stroll along the seaside or discover the area's mountain views.

Saba Heritage Center
Image for Harry L Johnson Museum

Harry L Johnson Museum

You can spend an afternoon studying the exhibits at Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.

Harry L Johnson Museum

Frequently asked questions

How much are vacation packages to Windward Side?
Vacation packages, including flights and hotels in Windward Side, are priced from as little as . Make your daydreams come true and book your dream trip with Travelocity today.
How long should my Windward Side vacation be?
Many visitors choose to spend around 2 nights in Windward Side. But that’s not set in stone. Whether you decide to stay for a few days or a few weeks, you’ll enjoy discovering all the amazing things that this place has to offer.
Where can I get the best vacation package deals for Windward Side?
For an excellent package deal to Windward Side, turn to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the world to create your dream escape — it couldn’t be easier than that.
Why should I book my Windward Side vacation bundle via Travelocity?
Whether you’re planning a weeks-long vacation or a last-minute trip, we have many tempting destinations to choose from at an affordable rate. In addition, we provide 24/7 customer support, high-quality service and a Price Match Guarantee. Save yourself money and time and reserve your dream vacation today.
Will I save money on my Windward Side car rental if I combine it with my hotel or flight?
Sure can. And our Windward Side vacation packages are the best way to do it. With only a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car then chart your own course. Need to fill your itinerary? Add some activities or experiences to your package and save on those too.
What is the best time of year to go to Windward Side?
Consider visiting in January, April and November if you don’t want to miss a thing. Even though they are the busiest months, the buzzing atmosphere that comes with the peak period is part of the allure. If you’d prefer a more leisurely pace, May, June and September may fit your plans better. Don’t want to shell out for a hotel? Hold off on booking in , when prices usually soar. Search for someplace more affordable in instead.
Which airport is best for Windward Side?
Juancho E. Yrausquin Airport (SAB) is where many visitors disembark. You’ll find it situated 1 mi northeast from the heart of Windward Side. You can also check out the fares to F.D. Roosevelt Airport (EUX), which is 19 mi away from central Windward Side.
What is there to do in Windward Side?
You’ll sense a certain kind of magic as you stroll through the streets of Windward Side. Dutch Museum of Saba and Harry L Johnson Museum are just a couple of highlights that make this city so popular, so put them at the top of your list of places to see.
Where should I stay when visiting Windward Side?
If you’re looking for a place to spend your nights, take a look at the Selera Dunia Boutique Hotel. It’s the top choice for many visitors.