Windward Side Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Windward Side

Saba Arawak Hotel
Saba Arawak Hotel
3 out of 5
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
The price is S$204 per night from 23 Nov to 24 Nov
S$204
includes taxes & fees
23 Nov - 24 Nov
8.4/10 Very Good! (32 reviews)
"Beautiful pool and nice view from balcony. Bed was okay. Breakfast at Liam's was good. Short walk into town. Good price for what you get. Nice to have kitchen if you want to cook."

Reviewed on 12 Nov,2024

Saba Arawak Hotel
El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
The price is S$142 per night from 24 Nov to 25 Nov
S$142
includes taxes & fees
24 Nov - 25 Nov
8.6/10 Excellent! (47 reviews)
Fun and Eco Friendly
"I had a wonderful visit at El Momo. I was in Saba for hiking and the cottages were nestled into the woods, giving the perfect setting for enjoying the natural surroundings. The view from the cottages was amazing, the pool was a perfect spot to relax after a day out. The staff was helpful and ..."

Reviewed on 14 Oct,2024

El Momo Cottages
Selera Dunia Boutique Hotel
Selera Dunia Boutique Hotel
3 out of 5
Wall Street, Windward Side, Saba
9.2/10 Wonderful! (76 reviews)
"Hemmie is one of the best hosts I’ve ever met! He made me feel so at home from day 1. I was on the island for an exam and Hemmie made my stay less stressful by serving delicious breakfast every morning and offering to give me free dinner. He even offered to drive me to and from school, which was ..."

Reviewed on 15 Aug,2023

Get rates
Selera Dunia Boutique Hotel
See all 29 properties in Windward Side
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.

Frequently asked questions

How much does a Windward Side holiday package cost?
Custom make your Windward Side holiday package from only . Choose from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Remember to add on one or two experiences!
How do I get a cheap travel package to Windward Side?
Book everything in the one place with our Windward Side holiday packages. You’ll find bargains on hotels, flights and more that’ll keep your pocket happy and your adventurousness alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the globe to select from, you’ll have the flexibility to mix and match all you want.
Where should I stay in Windward Side?
A getaway to Windward Side wouldn’t be complete without visiting Cove Bay Beach, Wells Bay Beach and Dutch Museum of Saba. Spend your nights near these sights and make sightseeing a breeze.
What are the top hotels in Windward Side?
Secure a room at Selera Dunia Boutique Hotel. It’s one of this neighbourhood’s most popular hotels. Another top option in Windward Side is The Cottage Club Hotel.
How far in advance should I book my Windward Side holiday?
While not all air carriers advertise tickets early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is when you can bag some incredible bargains. If you’ve left things to the last minute, you might still get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Windward Side travel package include?
Choose from any combination of hotels, rental cars and flights. Once you’ve made your booking, you can add experiences and activities. Want to pick your airfare class? That’s easy to do too. The choice is all yours when it comes to organising your ideal Windward Side trip.
What should I know before booking a Windward Side travel package?
When you book your flights, hotels and car rentals together, you’ll nab fantastic discounts. Whether you’re planning a beach break in a villa or would rather stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Windward Side Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You get to decide. We have access to more than 550 airline partners across the globe, so you have lots of choice when creating your Windward Side getaway.
If I'm not able to travel, can I cancel my Windward Side holiday package?
Don’t worry if you’re rethinking your Windward Side holiday package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’re ready to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.