Windward Side Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Windward Side Holiday

Our Windward Side holiday packages give you the power to create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this wonderful city. Make your trip to Windward Side even more fun by going sightseeing. Wells Bay Beach, Cove Bay Beach and Dutch Museum of Saba are some of the major attractions you'll want to explore. Whoever you're going away with and whatever the size of your budget, your dream Windward Side holiday is just clicks away with Expedia.

Windward Side Essential Information

Closest Airport
Juancho E. Yrausquin Airport (SAB)
Population
440
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Cove Bay Beach, Wells Bay Beach and Dutch Museum of Saba

Top hotels in Windward Side

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak Windward Side Saba
The price is £118 per night from 12 Nov to 13 Nov
£118
12 Nov - 13 Nov
includes taxes & fees
8.2/10 Very good! (111 reviews)
"Excellent in all ways"

Reviewed on 9 Nov 2026

Saba Arawak Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill Windward Side Saba
8.6/10 Excellent! (63 reviews)
"Fun little place to stay at Saba. Not a traditional hotel, but each room is in it's own little cabin basically in a jungle with a patio and a bathroom. The jungle gets surprisingly loud at night and the morning views from our cabin were stunning. There is a lot of stairs everywhere around the property, ..."

Reviewed on 10 Oct 2026

Get rates
El Momo Cottages
Scenery Hotel Saba

Scenery Hotel Saba

3.5 out of 5
9 Fort Street Windward Side Saba
The price is £227 per night from 22 Nov to 23 Nov
£227
22 Nov - 23 Nov
includes taxes & fees
Scenery Hotel Saba
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

What to do in Windward Side

Historic City and Beach E-Bike Tour

Historic City, Fort and Beach E-Bike Tour

£97
per adult
100% of travellers recommend
Historic City, Fort and Beach E-Bike Tour
5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.

5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.

£863
per adult
5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.
See all activities in Windward Side

Frequently asked questions

How much does a Windward Side travel package cost?
We make it simple for everyone to travel, with Windward Side packages starting from just . You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of activities and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Windward Side travel package?
Don't stress if you're rethinking your Windward Side travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Windward Side?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you dollars too. A Windward Side travel package makes it easy to organise your perfect trip. With more than 550 airlines across the world to choose from, finding convenient flights that fit your schedule will be no sweat. On top of that, we've got over 1,000,000 properties globally to pick from. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Windward Side holidays?
Expedia has partnered with online lender Klarna to make your next trip easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying just a little each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this plan. Just put down a small deposit on your holiday and then start working on your travel plans.

Where should I stay in Windward Side?
We recommend staying near the action. Many visitors favor hotels in the vicinity of popular attractions, such as Catholic Church, Wells Bay Beach and Mt Scenery.
What are the top hotels in Windward Side?
Secure a room at Scouts Place Hotel. It's one of this neighbourhood's most in-demand properties. Another reputable option in Windward Side is El Momo Cottages.
How far in advance should I book my Windward Side holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can usually compare international fares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, don't worry. Discounted prices sometimes become available just weeks before departure.
What does an Expedia Windward Side travel package include?
It depends on what sort of trip you're thinking about. Windward Side travel deals can include car rentals, hotels and flights. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Windward Side travel package?
When you book your flights, hotels and car rentals together, you'll enjoy incredible discounts. Whether you're organising a beach break in a villa or would rather stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Windward Side Expedia travel package?
Most definitely. We have access to over 550 partner airlines around the world, so you can tailor your Windward Side escape according to your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.