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

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Where to stay in Windward Side?

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
$128
$150 total
includes taxes & fees
Sep 20 - Sep 21
Saba Arawak Hotel

2. Golden Rock Dive And Nature Resort

Golden Rock Dive And Nature Resort
Oranjestad
$399
$448 total
includes taxes & fees
Sep 20 - Sep 21
Golden Rock Dive And Nature Resort

3. The Old Gin House

The Old Gin House
Oranjestad
$177
$189 total
includes taxes & fees
Sep 20 - Sep 21
The Old Gin House

4. The Cottage Club Hotel

The Cottage Club Hotel
Windward Side
The Cottage Club Hotel

5. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
$103
$110 total
includes taxes & fees
Sep 26 - Sep 27
Talk of the Town Inn & Suites

6. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
$312
$359 total
includes taxes & fees
Sep 20 - Sep 21
Scenery Hotel Saba

7. Statia Lodge

Statia Lodge
Oranjestad
$150
$176 total
includes taxes & fees
Sep 30 - Oct 1
Statia Lodge

8. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
$236
$252 total
includes taxes & fees
Sep 20 - Sep 21
Barrel House St. Eustatius
View all properties
Our prices for hotels in Windward Side are cheapest in November
Price trends for hotels in Windward Side
Pricing is based on two traveler single night rates
View properties in September
Typical weather for Windward Side
September
High 29°C / low 27°C. Sunny most days.
View properties in September
29°
27°
29°
27°
28°
27°
27°
26°
26°
25°
26°
25°
26°
25°
26°
25°
27°
26°
28°
27°
28°
27°
29°
27°
Monthly weather averages (˚C)

Top landmarks in Windward Side

Dutch Museum of Saba

8.4/10 (5 reviews)
The center of Windward Side is home to cultural attractions like Dutch Museum of Saba, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Mt Scenery, Sulfur Mine, and Cove Bay Beach.
See properties

Harry L Johnson Museum

8.8/10 (3 reviews)
The center of Windward Side is home to cultural attractions like Harry L Johnson Museum, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.
See properties

Saba Heritage Center

The center of Windward Side is home to cultural attractions like Saba Heritage Center, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.
See properties

Jo Bean Glass Art Studio

9.8/10 (8 reviews)
If museums are on your list of things to see, then you might want to head to Jo Bean Glass Art Studio, located in the heart of Windward Side.If you want to see more of the museums in Windward Side, you can easily walk to Dutch Museum of Saba or Harry L Johnson Museum.
See properties

Learn more about Windward Side

Windward Side is applauded for its cultural attractions such as Dutch Museum of Saba 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.

See all hotels in Windward Side
A mountainous landscape with a body of water in the foreground.
Photo by Stills 'n' stories

Check out reviews of Windward Side hotels guests love

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"Love the place"
EMAD 2-night trip
Posted 2 weeks ago
Saba Arawak Hotel
El Momo Cottages

El Momo Cottages

10/10 Excellent
"El Momo Cottage is a simple basic place you will love, if you just want to take a break and go back to basic. The wooden cabin located in hill with an awesome view. I return home fully rested and recharged. Just by staying there. Definitely I'm going back. It's my retraer in the unspoiled queen called Saba"
Wendell 5-night trip
Posted 1 month ago
El Momo Cottages
 Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Anton was an excellent host. Best chef in town."
Reginaldo 3-night trip
Posted 1 month ago
Quill Gardens Boutique Hotel
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

8/10 Good
"The room was nice, clean spacious but did not have a TV . Nice kitchen.The location is good , near the airport"
ARIEH 2-night trip
Posted 3 months ago
Talk of the Town Inn & Suites

Frequently asked questions

What accommodations do travelers recommend in Windward Side?
Where can I find free parking with my stay in Windward Side?
El Momo Cottages offers the perk of free parking.
Can I book refundable hotels in Windward Side?
If you're looking for the flexibility to change your plans to Windward Side, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Windward Side if I'm looking for a reasonably priced accommodation?
The Scenery Hotel Saba is an accommodation you might want to consider that'll save you money.
What will the weather in Windward Side be like during my visit?
Windward Side is a great place to visit any time of year with an average temperature of 78°F during the coldest months.
Why should I book my Windward Side hotel with Hotels.com?
There are lots of reasons to book your Windward Side trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.