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Hotels in Windward Side

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Choose from 26 Windward Side Hotel Deals

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak Windward Side Saba
  • 12 min walk from Mt Scenery
Book a stay at this business-friendly hotel in Windward Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dutch Museum of Saba ...
8.4/10 Very Good! (73 reviews)
Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel

Reviewed on Oct 28, 2025

Saba Arawak Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill Windward Side Saba
  • 14 min walk from Mt Scenery
Stay at this guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage Center ...
8.4/10 Very Good! (54 reviews)
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!

Reviewed on Nov 21, 2025

El Momo Cottages
The Cottage Club Hotel

The Cottage Club Hotel

3.5 out of 5
17a Grey Bush Street Windward Side Saba
  • 10 min walk from Mt Scenery
Stay at this hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harry L Johnson Museum and Jo Bean Glass Art ...
Beautiful views. Very centrally located and quiet.

Reviewed on Nov 24, 2021

The Cottage Club Hotel
The Old Gin House

The Old Gin House

3 out of 5
Oranjebaai 1 Oranjestad Sint Eustatius
  • 28 min drive from Mt Scenery
Book a stay at this beach hotel in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Oranje and Lower Town Beach are located ...
8.2/10 Very Good! (54 reviews)
Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm

Reviewed on Dec 11, 2025

The Old Gin House
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

3 out of 5
L.E. Saddler Road #9 Oranjestad St. Eustatius
  • 27 min drive from Mt Scenery
Stay at this hotel in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church are located ...
9/10 Wonderful! (12 reviews)
The Talk of the Town is a stunning nice, cosy hotel with a small compound of summer houses and swimming pool. Most exciting and many thanks! Raymond

Reviewed on Dec 8, 2025

Talk of the Town Inn & Suites
 Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

4 out of 5
Road to English Quarter Oranjestad Sint Eustatius
  • 28 min drive from Mt Scenery
Book a stay at this business-friendly guesthouse in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Government Guesthouse ...
9.4/10 Exceptional! (22 reviews)
I like this location
It was great time to stay with comfortable

Reviewed on Jul 20, 2025

Quill Gardens Boutique Hotel
Palm Spring Inn

Palm Spring Inn

3 out of 5
Erick R Gibbs Road 2 Oranjestad
  • 27 min drive from Mt Scenery
Stay at this apartment in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church are located ...
NASTY SUITE TERRIBLE SERVICE
Arrived late, well advanced noticed sent to owner. Was met by a man at hotel who showed us suite and gave us keys and wifii password. This man told us the owner will comeby the following day. No show. Apartment was nasty as if the last guest left and we arrived. Used bag of ice in freezer, dish on ...

Reviewed on Apr 18, 2023

Palm Spring Inn
Barrel House St. Eustatius

Barrel House St. Eustatius

3 out of 5
Van Tonningen Weg Oranjestad Sint Eustatius
  • 28 min drive from Mt Scenery
Book a stay at this beach B&B in Oranjestad. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Lower Town Beach and Fort Oranje are located ...
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 ...

Reviewed on Jan 5, 2024

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.

Find cheap hotels in Windward Side

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Frequently Asked Questions About Windward Side hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Windward Side?

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