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Windward Side Hotels from S$143

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Check Windward Side hotel prices

Tonight
3 Dec - 4 Dec
Tomorrow night
4 Dec - 5 Dec
This weekend
6 Dec - 8 Dec
Next weekend
13 Dec - 15 Dec

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Top 10 trending Windward Side hotels

Saba Arawak Hotel
View from room

Saba Arawak Hotel

3.0 star property
8.6 out of 10, Excellent, (34)
"Excellent hotel with convenient location and very friendly staff."
The price is S$204
includes taxes & fees
5 Dec - 6 Dec
Saba Arawak Hotel
El Momo Cottages
Outdoor pool, pool loungers

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (47)
"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 friendly. "
The price is S$143
includes taxes & fees
8 Dec - 9 Dec
El Momo Cottages
The Cottage Club Hotel
Mountain view

The Cottage Club Hotel

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful views. Very centrally located and quiet. "
The Cottage Club Hotel
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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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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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 family accommodation in Windward Side?

El Momo Cottages is a guesthouse with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Windward Side.

What's the best place to stay for a couple going to Windward Side?

El Momo Cottages is a favourite guest house for couples, and features free WiFi and a garden. See all romantic hotels 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's the best place to stay for a beach holiday in Windward Side?

Scout's Place Hotel is a top hotel with free continental breakfast and free WiFi, and it's located close to Cove Bay Beach . Other good options for your beach trip include Juliana's Hotel and El Momo Cottages. See more stays near the beach in Windward Side.

What's the best boutique-style accommodation in Windward Side?

Selera Dunia Boutique Hotel is a favourite 3-star B&B with our travellers looking for stylish accommodation, and features 2 guestrooms, free breakfast and free parking.

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. Another option that features an on-site pool is El Momo Cottages. View all hotels with pools 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 15 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 Jo Bean Glass Art Studio and Mt Scenery. 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.