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Check prices for these dates

Tonight
14 Feb - 15 Feb
Tomorrow
15 Feb - 16 Feb
Next weekend
20 Feb - 22 Feb
In two weeks
27 Feb - 1 Mar

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Our top choices for Windward Side hotels

Outdoor pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (79 reviews)
  • cleanliness
    Experience Caribbean serenity at this Windward Side retreat with a refreshing pool.
"Friendly Staff "
Canada
Trilochan
Saba Arawak Hotel
Superior Cottage, 2 Single Beds, Kitchenette, Ocean View | View from room

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
  • cleanliness
    Experience tropical tranquility in Windward Side near Dutch Museum of Saba.
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is NZ$190
includes taxes & fees
23 Feb - 24 Feb
El Momo Cottages
On the beach, scuba diving

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (56 reviews)
  • cleanliness
    Coastal colonial charm awaits at this bayfront hotel with two inviting bars.
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is NZ$338
includes taxes & fees
17 Feb - 18 Feb
The Old Gin House
Exterior

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
  • cleanliness
    Relax in Oranjestad at this serene poolside retreat with complimentary breakfast.
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel
Premium Bungalow, Non Smoking | Living area

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.2 out of 10, Wonderful, (13 reviews)
  • cleanliness
    Serene Caribbean getaway with a refreshing pool near top Oranjestad attractions.
"Great location, nice people, clean."
Netherlands
Nadine
The price is NZ$196
includes taxes & fees
6 Mar - 7 Mar
Talk of the Town Inn & Suites
View from property

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very good, (1 review)
  • cleanliness
    Relaxed island escape with oceanside dining and historic proximity to Fort Oranje.
"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
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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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.
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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.
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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

The Old Gin House

The Old Gin House

10/10 Excellent
"Very awesome hotel, great history and staff was excellent, great job."
Michael 2-night trip
Posted 1 month ago
The Old Gin House

More cheap accommodation in Windward Side

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Oranjestad
Get rates

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.
What are some of the best holiday rentals that Windward Side has to offer?
Home a way from home in the Unspoiled queen of the Caribbean.: This highly rated holiday home rental in Windward Side is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. 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 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 Dutch Museum of Saba, Saba Heritage Center 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.