If you're looking to discover somewhere new, look no further than Windward Side. Whether you're planning to stay for a night or for the week, the area around Windward Side has accommodation options to fit every need. Search for hotels in Windward Side with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Windward Side hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windward Side hotel deals are here with our lowest price guarantee.
Photo by Meghan Watters
Hotels in Windward Side
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Windward Side?

Saba Arawak Hotel
Saba Arawak Hotel
8.4 out of 10, Very good, (59)

El Momo Cottages
El Momo Cottages
8.6 out of 10, Excellent, (52)

Barrel House St. Eustatius
Barrel House St. Eustatius
8.0 out of 10, Very good, (1)

Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
9.0 out of 10, Wonderful, (9)

The Old Gin House
The Old Gin House
8.2 out of 10, Very good, (51)

Palm Spring Inn
Palm Spring Inn
8.6 out of 10, Excellent, (14)

Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
9.4 out of 10, Exceptional, (19)
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.
Go beyond your typical stay in Windward Side
Top landmarks in Windward Side
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.
Learn more about Windward Side
Windward Side is applauded for its cultural attractions such as Saba Heritage Center and Harry L Johnson Museum. The city has something for everyone including sights like Mt Scenery and Jo Bean Glass Art Studio within a scenic setting.

Photo by Meghan Watters
Open Photo by Meghan Watters
Check out reviews of Windward Side hotels guests love

Quill Gardens Boutique Hotel
10/10 Excellent
Frequently asked questions
Find out more about Windward Side
Find out more about Windward Side
Keep exploring
Keep exploring
- Hotels near Saba Heritage Center
- Hotels near Dutch Museum of Saba
- Hotels near Harry L Johnson Museum
- Hotels near Jo Bean Glass Art Studio
- Hotels near St. Eustatius Historical Foundation Museum
- Hotels near Cove Bay Beach
- Hotels near Government Guesthouse
- Hotels near Sulfur Mine
- Hotels near Dutch Reformed Church
- Hotels near Fort Oranje
- Hotels near Lower Town Beach
- Hotels near Honem Dalim Synagogue Ruins