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Check prices for these dates

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Windward Side

A pool with lounge chairs and a stone patio, surrounded by lush greenery and overlooking a hilly landscape.

1. Home a way from home in the Unspoiled queen of the Caribbean.

Home a way from home in the Unspoiled queen of the Caribbean.
Saba
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 1,469
AED 1,598 total
includes taxes & fees
1 Dec - 2 Dec
Home a way from home in the Unspoiled queen of the Caribbean.
A pool area with lounge chairs, a pergola, and a view of a mountain.

2. Scenery Hotel Saba

Scenery Hotel Saba
3.5 star property
Windward Side
The price is AED 995
AED 1,177 total
includes taxes & fees
6 Nov - 7 Nov
Scenery Hotel Saba
A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.

3. Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.2 out of 10, Very good, (109 reviews)
The price is AED 496
AED 583 total
includes taxes & fees
5 Nov - 6 Nov
Saba Arawak Hotel
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.

4. El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (63 reviews)
The price is AED 356
AED 384 total
includes taxes & fees
5 Nov - 6 Nov
El Momo Cottages
A beach with palm trees, a stone wall, and a building in the background.

5. The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (65 reviews)
The price is AED 584
AED 625 total
includes taxes & fees
5 Nov - 6 Nov
The Old Gin House
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

6. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (32 reviews)
The price is AED 606
AED 648 total
includes taxes & fees
4 Dec - 5 Dec
Quill Gardens Boutique Hotel
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

7. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.2 out of 10, Very good, (20 reviews)
The price is AED 370
AED 396 total
includes taxes & fees
2 Dec - 3 Dec
Talk of the Town Inn & Suites
A paved pathway flanked by palm trees and buildings with a clear sky above.

8. Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very good, (15 reviews)
The price is AED 528
AED 586 total
includes taxes & fees
7 Nov - 8 Nov
Palm Spring Inn
A courtyard with a central paved area, surrounded by a white building with multiple floors and balconies.

9. Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad

Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
Oranjestad
7.0 out of 10, Good, (2 reviews)
The price is AED 588
AED 663 total
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
An outdoor patio with a table and chairs, a wicker sofa, and a view of the ocean.

10. Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views

Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views
Sint Eustatius
8.0 out of 10, Very good, (1 review)
The price is AED 596
AED 802 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views
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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Top Windward Side Hotel Reviews

A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.
Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad

10/10 Excellent

Anton was an excellent host. Best chef in town.
United States
Reginaldo
Reviewed August 14, 2026
Quill Gardens Boutique Hotel

Frequently Asked Questions

Are you looking for a luxury hotel for your stay in Windward Side?

Use Expedia and let us help you arrange a flight to Saba (SAB-Juancho E. Yrausquin) airport or Oranjestad (EUX-F.D. Roosevelt) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to get what you'd like to make your stay special. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Windward Side offers. Windward Side has some interesting things to see and do including Dutch Museum of Saba and Mt Scenery, so you might want to take in the local sights during your visit.

When can I expect good weather in Windward Side?

Planning for the weather is a good way to make your trip to Windward Side relaxing and enjoyable, especially when you're splurging. 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.

What's there to see and do in Windward Side?

Enjoy Windward Side with a stop at Dutch Museum of Saba, Mt Scenery, and Harry L Johnson Museum. If you have extra time while you’re in the area, you might want to see Saba Heritage Center and Jo Bean Glass Art Studio.