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Find hotels in Windward Side from ïż„19,828

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Dec 9 - Dec 10
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Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
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Dec 19 - Dec 21

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Compare 26 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Outdoor pool
Saba Arawak Hotel

Saba Arawak Hotel

3.0 star property
Windward Side
8.4 out of 10, Very Good, (73)
"Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel"
United States
Velmarie
Saba Arawak Hotel
Outdoor pool, sun loungers
El Momo Cottages

El Momo Cottages

3.0 star property
Windward Side
8.6 out of 10, Excellent, (55)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is ïż„15,378
ïż„16,458 total
includes taxes & fees
Dec 15 - Dec 16
El Momo Cottages
Reception
The Old Gin House

The Old Gin House

3.0 star property
Oranjestad
8.2 out of 10, Very Good, (53)
"Spacious room with a fabulous view. Friendly staff, convenient location. "
United States
Rosalynn
The price is ïż„27,959
ïż„29,916 total
includes taxes & fees
Dec 14 - Dec 15
The Old Gin House
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)
"pleasant & enjoyable, clean."
United States
Donovan
The price is ïż„21,832
ïż„23,399 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Talk of the Town Inn & Suites
Outdoor pool
Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (22)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel
Front of property
Palm Spring Inn

Palm Spring Inn

3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
United States
Dameon
The price is ïż„17,863
ïż„19,828 total
includes taxes & fees
Dec 11 - Dec 12
Palm Spring Inn
View from property
Barrel House St. Eustatius

Barrel House St. Eustatius

3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1)
"Ce n’est pas un hĂŽtel, comme indiquĂ© sur ExpĂ©dia : pas de rĂ©ception, pas de piscine, mais une simple maison. La propriĂ©taire a « manquĂ© notre rĂ©servation » : donc logement pas prĂ©parĂ© Ă  notre arrivĂ©e. Puis elle parle de vĂ©rifier si nous avons rĂ©servĂ© la formule avec petit dĂ©jeuner, alors qu’Expedia affiche que le petit dĂ©jeuner est compris
 A noter aussi que la terrasse devant la maison ( cĂŽtĂ© mer) est celle du restaurant voisin."
France
Valérie
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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Stay near popular Windward Side attractions

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.
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Saba Heritage Center

You can spend an afternoon studying the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.
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Learn more about Windward Side

Colorful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

See all hotels in Windward Side
The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"Old Gin House has a great location. It is a 10 minute walk to the ferry terminal. The best dive shop on the island is across the street from the hotel. You can walk across the street to the beach for swimming and snorkeling. Food in the hotel restaurant is good."
Larry 4-night trip
Posted 8 days ago
The Old Gin House

More cheap stays in Windward Side

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Oranjestad
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Frequently asked questions

Where is the best place for a stay in Windward Side?
El Momo Cottages is ranked highly by Expedia customers. This guesthouse offers a restaurant and an outdoor pool. Another top choice for your stay based on reviews is Saba Arawak Hotel. See all available top hotels, or vacation rentals in Windward Side.
What are some of the best vacation rentals in Windward Side?
Home a way from home in the Unspoiled queen of the Caribbean.: Visitors give good reviews to this Windward Side vacation home rental, which is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. See all vacation rentals in Windward Side.
If I need to cancel my hotel reservation in Windward Side, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
Where can I learn more about changing or cancelling my trip to Windward Side?
For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Windward Side?
El Momo Cottages is a top guesthouse for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What's the best hotel to stay near Dutch Museum of Saba?
Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. Flamboyant Cottage - Spectacular View & Pool and El Momo Cottages are a couple of other choices with an onsite pool. View all hotels with pools in Windward Side.
What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?
El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.
What's it like to stay in Windward Side?
Visitors can enjoy all that Windward Side has to offer including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 9 hotels and other accommodations to choose from. Find out more about Windward Side.
What should I see while I'm in Windward Side?
Cultural venues include Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum. A couple of additional sights to add to your agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.
What's the seasonal weather like in Windward Side?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.

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