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Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Windward Side

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.

1. Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.2 out of 10, Very good, (111 reviews)
"Excellent in all ways"
United States
Linda
The price is £119
includes taxes & fees
13 Nov - 14 Nov
Saba Arawak Hotel
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 £228
includes taxes & fees
20 Nov - 21 Nov
Scenery Hotel Saba
A pool with lounge chairs and a stone patio, surrounded by lush greenery and overlooking a hilly landscape.

3. 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 house was amazing we will be back again… Thank you Michael!"
United States
Tim L.
The price is £323
includes taxes & fees
1 Dec - 2 Dec
Home a way from home in the Unspoiled queen of the Caribbean.
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

4. 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)
"Great location, nice people, clean."
Netherlands
Nadine
The price is £78
includes taxes & fees
10 Dec - 11 Dec
Talk of the Town Inn & Suites
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)
"Helpful, friendly staff. Included breakfast was tasty. Wine at sunset was nice. Enjoyed the stay very much."
United States
Regan
The price is £127
includes taxes & fees
21 Nov - 22 Nov
The Old Gin House
A hotel room with a bed, a chair, a table with a vase of flowers, and a mirror on the wall.

6. Cattleya Flor Hotel

Cattleya Flor Hotel
2.0 star property
Oranjestad
The price is £83
includes taxes & fees
3 Dec - 4 Dec
Cattleya Flor Hotel
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

7. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (32 reviews)
"Great stay. Everything was superb."
United States
Donald
The price is £132
includes taxes & fees
13 Dec - 14 Dec
Quill Gardens Boutique Hotel
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
8.2 out of 10, Very good, (16 reviews)
"It not a place that have amenities to enjoy. For rest and go it is ok."
United States
Ivan W
The price is £120
includes taxes & fees
18 Nov - 19 Nov
Palm Spring Inn
An outdoor patio with a table and chairs, a wicker sofa, and a view of the ocean.

9. 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 £157
includes taxes & fees
26 Nov - 27 Nov
Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views
A courtyard with a central paved area, surrounded by a white building with multiple floors and balconies.

10. 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 appartment is spacious and has everything you need. It was very neat and clean and the host Davon fast in response. The location is a quiet neighbourhood, not far away from the center. Thanks for having us. "
Netherlands
sytske m.
The price is £136
includes taxes & fees
21 Nov - 22 Nov
Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
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.
View all properties

Top Windward Side Hotel Reviews

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
Saba Arawak Hotel

Saba Arawak Hotel

Saba Arawak Hotel
Windward Side

10/10 Excellent

Well organised very clean room, nice balcony. Good wifi. the room had more kitchen equipment than expected, very convenient.
United Kingdom
Robert
Reviewed February 17, 2026
Saba Arawak Hotel

Find out more about Windward Side

How to get cheap hotels in Windward Side?

✅ The length of stay in Windward Side often varies depending on the nature of the trip, but many travellers opt to stay for several days or up to a week to take in Windward Side's notable landmarks and points of interest.

✅ If you're looking for cheap hotels in Windward Side in 2026, book your hotel well in advance. Reserving your stay at least a few weeks or months ahead of time can help you take advantage of amazing rates on cheap hotels in Windward Side, and if your plans change you can find many options of hotels with free cancelation.

✅ To find affordable hotels in Windward Side on Expedia, start by entering your travel dates and the number of individuals in your group. Once you've provided this information, you can refine your search results by filtering for budget hotels in Windward Side.

✅ Use the filtering tools offered by Expedia to refine your search results by location, price limits, amenities such as breakfast included, and other factors that matter to you. This will help you quickly locate the ideal budget-friendly hotel that fits your specific requirements.

✅ If you're looking to save money on a cheap hotel in Windward Side, the ideal time to go is usually during the off-season in Windward Side. On Expedia, you can find hotels from £78*.

✅ Windward Side offers numerous budget-friendly attractions and activities for travellers, such as art and exhibits at free museums and galleries or exploring Windward Side on foot.

✅ One of the best ways to find cheap hotels in Windward Side is to search Expedia for properties that provide family-friendly accommodations and features such as activities and complimentary meals, and then sort these by price.

*Prices and availability are subject to change. Additional terms may apply.

Frequently Asked Questions

What is Windward Side like for travellers on a budget?

Check out cheap places to stay in Windward Side on Expedia.com and plan a holiday that fits your budget. You can scroll through a wide selection of accommodation choices with Member Prices to score the best deal for you and earn rewards. Guided by our site's handy page filters, you can search by price per night, or by amenities that customers often look for like free breakfast and free WiFi. If you're hoping for reasonable options around local sights, such as Dutch Museum of Saba or Mt Scenery, try out the location filters to narrow down your search. While you browse, click the heart button to save your favourites so that you can return to them easily when you're ready to book. Need a car or a flight too? Take a look at the Bundle and Save holiday packages and discover huge discounts by arranging transport at the same time.

When is the best time for a budget trip to Windward Side?

Weather will likely play an important role when you plan your trip to Windward Side, but bear in mind that cheaper options are usually available when the weather isn't as good. 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.

What is there to see and do in Windward Side?

You won't have to spend a lot to get to know Windward Side. You can budget for the top local attractions on your list, and then make time for sights and activities that cost very little. Explore and snap photos of landmarks like Dutch Museum of Saba, or check out the area's cultural spots like Harry L Johnson Museum and Saba Heritage Center.

How can I get to Windward Side and get around on a budget?

Looking at these ways to get around Windward Side can help keep you on budget. The nearest airport is Saba (SAB-Juancho E. Yrausquin), situated 1.3 mi (2.1 km) away. If that doesn't suit your budget, you can arrange flights in and out of Oranjestad (EUX-F.D. Roosevelt), which is 19 mi (30.5 km) away. Windward Side might not have very many public transport choices so renting a car could be a reasonable alternative to see the area.