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Find hotels in Windward Side from ฿3,381

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Check prices for these dates

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

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Top 10 Windward Side hotels and places to stay

Outdoor pool, pool 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 ฿3,159
฿3,381 total
includes taxes & fees
9 Dec - 10 Dec
El Momo Cottages
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
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 ฿5,744
฿6,146 total
includes taxes & fees
19 Dec - 20 Dec
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, (11)
"pleasant & enjoyable, clean."
United States
Donovan
The price is ฿4,587
฿4,908 total
includes taxes & fees
5 Jan - 6 Jan 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 ฿3,670
฿4,073 total
includes taxes & fees
8 Dec - 9 Dec
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 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."
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 studying the exhibits at Dutch Museum of Saba during your travels 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 browsing 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

Colourful 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.

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The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it!"
colin 3-night trip
Posted 2 weeks ago
El Momo Cottages
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

8/10 Good
"pleasant & enjoyable, clean."
Donovan 4-night trip
Posted 3 weeks ago
Talk of the Town Inn & Suites

Frequently asked questions

Where is the best place for a stay in Windward Side?
El Momo Cottages is ranked highly by Expedia customers. This guest house offers a restaurant and an outdoor pool. Another top choice for your visit based on reviews is Saba Arawak 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, most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
What's the best dog-friendly place to stay in Windward Side?
El Momo Cottages is a top guest house for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. El Momo Cottages and The Cottage Club Hotel are a couple of other choices that feature an on-site pool. View all hotels with pools in Windward Side.
How is it 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 accommodation options to choose from. Find out more about Windward Side.
What should I do while I'm visiting 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 itinerary are Mt Scenery and Jo Bean Glass Art Studio. Take a look at what more there is to see and do in Expedia's Windward Side guide.
What's the seasonal weather in Windward Side?
The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.

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