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Find hotels in Windward Side from 3.360.897 ₫

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Our top choices for Windward Side hotels

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (73)
This business-friendly hotel in Windward Side offers free WiFi and convenient parking. Cool off in the outdoor pool and savour Caribbean dishes at Liam's Cuisine restaurant. Dutch Museum of Saba and Saba Heritage Centre are just moments away.

"Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel"
United States
Velmarie
Saba Arawak Hotel

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12)
Discover this welcoming hotel with a sparkling outdoor pool in Oranjestad, just minutes from Government Guesthouse and Dutch Reformed Church. Enjoy free WiFi, parking, and relax in the lush garden and terrace.

"pleasant & enjoyable, clean."
United States
Donovan
The price is 3.559.681 ₫
3.808.859 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Talk of the Town Inn & Suites

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very good, (54)
Seaside serenity meets historic elegance at this Oranjestad retreat. Enjoy free breakfast while overlooking the bay, then cool off in the outdoor pool. With Fort Oranje and Lower Town Beach nearby, plus a restaurant and garden, this colonial gem offers the perfect Caribbean escape.

"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
United States
James
The price is 4.744.260 ₫
5.076.358 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Old Gin House

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (22)
Just minutes from F.D. Roosevelt Airport, this boutique hotel offers an outdoor pool and garden terrace. Enjoy free breakfast, WiFi, and parking while exploring nearby Government Guesthouse and Dutch Reformed Church attractions.

"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
Located just minutes from Government Guesthouse, this cosy inn offers apartments with fully equipped kitchens and private balconies. Free WiFi and parking add convenience while the garden provides a peaceful retreat after exploring nearby Dutch Reformed Church.

"Great place lovely staff"
United States
Dameon
The price is 3.027.835 ₫
3.360.897 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Palm Spring Inn

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very good, (1)
Enjoy a beachfront stay at this B&B featuring 2 restaurants and a welcoming bar/lounge. Located near Lower Town Beach and Fort Oranje, this retreat offers free WiFi and parking just 2 minutes from Roosevelt Airport.

"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

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.

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

Top Windward Side Hotel Reviews

Hotels in Windward Side with star rating

Frequently asked questions

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.