Windward Side Hotels from S$156

  • 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

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windward Side hotels

Outdoor pool
Saba Arawak Hotel

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.6 out of 10, Excellent, (76 reviews)
"Friendly Staff "
Canada
Trilochan
Saba Arawak Hotel
View from room
El Momo Cottages

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is S$156
includes taxes & fees
15 Jan - 16 Jan
El Momo Cottages
Exterior
Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (24 reviews)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel
On the beach, scuba diving
The Old Gin House

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very good, (54 reviews)
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
United States
James
The price is S$260
includes taxes & fees
16 Jan - 17 Jan
The Old Gin House
Living area
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is S$180
includes taxes & fees
27 Jan - 28 Jan
Talk of the Town Inn & Suites
View from property
Barrel House St. Eustatius

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 hĂŽtel, comme indiquĂ© sur ExpĂ©dia : pas de rĂ©ception, pas de piscine, mais une simple maison. La propriĂ©taire a « manquĂ© notre rĂ©servation » : donc logement pas prĂ©parĂ© Ă  notre arrivĂ©e. Puis elle parle de vĂ©rifier si nous avons rĂ©servĂ© la formule avec petit dĂ©jeuner, alors qu’Expedia affiche que le petit dĂ©jeuner est compris
 A noter aussi que la terrasse devant la maison ( cĂŽtĂ© mer) est celle du restaurant voisin."
France
Valérie
Barrel House St. Eustatius
Front of property
Palm Spring Inn

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14 reviews)
"Great place lovely staff"
United States
Dameon
The price is S$164
includes taxes & fees
19 Jan - 20 Jan
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

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

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.
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
The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"Friendly Staff "
Trilochan 3-night trip
Posted 6 days ago
Saba Arawak Hotel

Frequently asked questions

Where is the best place for a stay in Windward Side?
El Momo Cottages is ranked highly by Expedia customers. This guest house offers a restaurant and an outdoor pool. Another top choice for your visit based on reviews is Saba Arawak Hotel. See all available top hotels, or 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 The Cottage Club Hotel 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 10 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.