Photo by Meghan Watters

Find hotels in Windward Side from NT$3,229

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

Quill Gardens Boutique Hotel

4.0 star property
9.4 out of 10, Exceptional, (18)
"Great hotel run by Joyce and Herman. Great location, on somewhat remote and quiet St. Eustatius. Room was spacy and clean. "
The price is NT$7,143
NT$7,643 total
includes taxes & fees
Apr 24 - Apr 25
Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (7)
"Quiet and relaxing "
The price is NT$4,534
NT$4,851 total
includes taxes & fees
Apr 22 - Apr 23
Talk of the Town Inn & Suites

The Old Gin House

3.0 star property
8.2 out of 10, Very Good, (51)
"Beautiful location convenient to Scubaqua Dive Operation, a number of dining options, walking option to the town, fort, and views of the Caribbean!"
The price is NT$5,988
NT$6,408 total
includes taxes & fees
Apr 22 - Apr 23
The Old Gin House

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very Good, (1)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
The price is NT$6,903
NT$7,387 total
includes taxes & fees
Apr 26 - Apr 27
Barrel House St. Eustatius

Saba Arawak Hotel

3.0 star property
8.6 out of 10, Excellent, (55)
"I was satisfied with my stay great views very clean and friendly people "
The price is NT$4,208
NT$4,948 total
includes taxes & fees
Apr 22 - Apr 23
Saba Arawak Hotel
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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Learn more about Windward Side

Experience the hiking, jungle, and island views in Windward Side!

View from room at Juliana’s hotel. Super affordable and great views close to restaurants.
Photo by Meghan Watters
Open Photo by Meghan Watters

Frequently asked questions

Where is the best place for a stay in Windward Side?

Based on our traveler data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your trip include El Momo Cottages and The Cottage Club Hotel. See all available top hotels, or 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 hotel for a family trip to Windward Side?

El Momo Cottages is a guesthouse with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Windward Side.

What's the best accommodation for a romantic vacation to Windward Side?

El Momo Cottages is a favorite guesthouse for couples, and features free WiFi and a garden. See all romantic hotels in Windward Side.

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's the best hotel for a beach vacation in Windward Side?

Scout's Place Hotel is a top hotel with free continental breakfast and free WiFi, and it's located close to Cove Bay Beach. Other good options to stay near the beach include Juliana's Hotel and El Momo Cottages. See more stays near the beach in Windward Side.

What's the best boutique hotel in Windward Side?

Selera Dunia Boutique Hotel is a favorite 3-star B&B with our travelers looking for a stylish accommodation, featuring 2 guestrooms, free breakfast, and free parking.

What are some hotels with pools in Windward Side?

Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. Another option with an onsite pool is El Momo Cottages. 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 13 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.