Windward Side Holiday Packages

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You work hard for your money, so don't fritter it away — Wotif is here to help.

Our accommodation and flight packages are simply unbeatable.

This way, you'll have some extra spending money for your trip to Windward Side.

How does an additional sound to you? That's how much you could save if you book right now. And remember — you've got the freedom to mix and match from more than 550 partner airlines and 665,000 worldwide properties.

Wotif has some of the top prices around. So quit daydreaming and start creating new memories.

Windward Side Accommodation

Wotif's got you covered when it comes to grabbing a fantastic place to stay. You'd best get cracking though. There are only 4 accommodations in Windward Side.

Searching for somewhere suitable to sleep off that exhausting flight? Our top suggestions are the Queen's Garden Resort & Spa and Scout's Place Hotel.

Car Hire in Windward Side

If you're arriving via Princess Juliana International Airport, see what's on offer at Alamo Rent A Car or Fox Rental Cars. Don't worry about airport shuttles or expensive taxis — these rental outlets are just a short walk from the arrivals gate.

Holidays to Windward Side

Forgot all about that day in class when you were taught some basic facts about Windward Side? There's no need to chuck a tanty over your lack of geography knowledge — we'll get you up to speed.

Windward Side is situated in Saba, about 50 kilometres from Cul de Sac.

If you get a buzz out of knowing the facts and figures about the place you're heading to, you might be interested in learning that the population of this part of Saba stands at around 400.

Top Windward Side hotels

The Cottage Club Hotel

The Cottage Club Hotel

3.5 out of 5
17a Grey Bush Street Windward Side Saba
The Cottage Club Hotel: Hotel with free WiFi and free parking.
"Beautiful views. Very centrally located and quiet."

Reviewed on 24 Nov 2021

Opens in a new windowThe Cottage Club Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill Windward Side Saba
El Momo Cottages: Pet-friendly guesthouse with free WiFi and an outdoor pool.
"mosquitos you had to climb 80 slippery steps to climb to reach to tiny room they call cottage one night strange voices of man and woman when i was told that only one or two people lived in mosquitoes bites whole body criquet sounds all night /cant sleep to reach toilet at night walk down 4 to 5 slippery ..."

Reviewed on 15 Sept 2026

Opens in a new windowEl Momo Cottages
Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak Windward Side Saba
The price is AU$211 per night from 22 Sept to 23 Sept
AU$211
22 Sept - 23 Sept
includes taxes & fees
Saba Arawak Hotel: Business-friendly hotel with free WiFi and free parking. Located in the mountains.
"Love the place"

Reviewed on 5 Sept 2026

Opens in a new windowSaba Arawak Hotel
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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.