A calm sea with a mountain in the distance.

Search Windward Side hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
24 July - 26 July
Next weekend
31 July - 2 Aug

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windward Side hotels

Outdoor pool

1. Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (95 reviews)
"Great place to stay in Saba. Within walking distance to all the important points in the city."
United States
Jose
The price is AU$227
includes taxes & fees
3 Aug - 4 Aug
Saba Arawak Hotel
On the beach, scuba diving

2. The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (63 reviews)
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is AU$292
includes taxes & fees
4 Aug - 5 Aug
The Old Gin House
Premium Bungalow, Non Smoking | Living area

3. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (19 reviews)
"This is a nice place to stay when visiting Statia. They have good electric bikes (not for free), which is the best way to get around the island and know every corner of it."
United States
José Miguel
The price is AU$171
includes taxes & fees
19 Aug - 20 Aug
Talk of the Town Inn & Suites
Exterior

4. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (30 reviews)
"Great space and wonderful staff "
United States
Jennifer
The price is AU$288
includes taxes & fees
3 Aug - 4 Aug
Quill Gardens Boutique Hotel
View from property

5. Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very good, (1 review)
"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 affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
France
Valérie
The price is AU$356
includes taxes & fees
10 Aug - 11 Aug
Barrel House St. Eustatius
Front of property

6. Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very good, (15 reviews)
"Really convenient for the airport ... But slightly further from town than expect.. Some upgrading work happening so roof top barbeque area not accessible and some noise . However room clean and large kitchen area if needed. Everyone really helpful. "
United Kingdom
lucy
The price is AU$228
includes taxes & fees
8 Aug - 9 Aug
Palm Spring Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Windward Side attractions

Dutch Museum of Saba

8.4/10 (5 reviews)
You can spend time studying the exhibits at Dutch Museum of Saba during your travels in Windward Side. While you're in the area, wander around the gardens.
See properties

Learn more about Windward Side

Colourful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

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

Top Windward Side Hotel Reviews

Recent Reviews in Windward Side

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Great stay. Everything was superb."
Donald 4-night trip
Posted 9 days ago
Quill Gardens Boutique Hotel

More cheap accommodation in Windward Side

The Scenery Hotel Saba

The Scenery Hotel Saba

9 Fort Street Windward Side Saba
Get rates

Frequently asked questions

Where is the best place for a stay in Windward Side?
Based on our traveller data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your visit include El Momo Cottages and The Cottage Club Hotel. See all available top hotels, or vacation rentals in Windward Side.
What are some of the best holiday rentals that Windward Side has to offer?
Beautiful Traditional Saba Cottage With all the Modern Amenities: This highly rated holiday home rental in Windward Side is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. Another good choice for your trip to Windward Side is Home a way from home in the Unspoiled queen of the Caribbean.. See all vacation rentals in Windward Side.
If I need to cancel my hotel reservation in Windward Side, will I receive a refund?
Yes, most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
What's the best dog-friendly place to stay in Windward Side?
El Momo Cottages is a top guest house for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. El Momo Cottages and Flamboyant Cottage - Spectacular View & Pool are a couple of other choices that feature an on-site pool. View all hotels with pools in Windward Side.
What is the best spa hotel in Windward Side?
The Scenery Hotel Saba is a top spa hotel with 30 rooms, free WiFi and laundry facilities. Treat yourself to a massage at the on-site spa. See all spa hotels in Windward Side.
How is it to stay in Windward Side?
Visitors can enjoy all that Windward Side has to offer, including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 12 hotels and other accommodation options to choose from. Find out more about Windward Side.
What should I do while I'm visiting Windward Side?
Cultural venues include Saba Heritage Center, Dutch Museum of Saba and Harry L Johnson Museum. A couple of additional sights to add to your itinerary are Mt Scenery and Jo Bean Glass Art Studio. Take a look at what more there is to see and do in Expedia's Windward Side guide.
What's the seasonal weather in Windward Side?
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.