A calm sea with a mountain in the distance.

Find hotels in Windward Side from ฿3,940

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Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

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Our top choices for Windward Side hotels

Outdoor pool
Front of property
Front of property
Point of interest

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
United States
Jose
฿3,725
฿4,381 total
includes taxes & fees
31 Aug - 1 Sept
Saba Arawak Hotel
Deluxe Single Room, Ocean View | Premium bedding, Select Comfort beds, in-room safe, cots/infant beds
Deluxe Studio Suite, Ocean View | Premium bedding, Select Comfort beds, in-room safe, cots/infant beds
Outdoor pool, pool umbrellas, pool loungers
Front of property

2. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
฿10,326
฿11,875 total
includes taxes & fees
31 Aug - 1 Sept
Scenery Hotel Saba
Premium Bungalow, Non Smoking | Living area
Exterior
Premium Bungalow, Non Smoking | Premium bedding, Tempur-Pedic beds, desk, laptop workspace
Exterior

3. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
United States
José Miguel
฿3,682
฿3,940 total
includes taxes & fees
31 Aug - 1 Sept
Talk of the Town Inn & Suites
On the beach, scuba diving
Front of property
Reception
Reception

4. The Old Gin House

The Old Gin House
Oranjestad
United States
Regan
฿5,848
฿6,258 total
includes taxes & fees
1 Sept - 2 Sept
The Old Gin House
Exterior
Restaurant
Restaurant
Front of property

5. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
United States
Reginaldo
฿5,459
฿5,841 total
includes taxes & fees
31 Aug - 1 Sept
Quill Gardens Boutique Hotel
Front of property
Apartment, 2 Bedrooms | Soundproofing, iron/ironing board, free WiFi, individually decorated
Porch
Apartment, 2 Bedrooms | Living area | Smart TV

6. Palm Spring Inn

Palm Spring Inn
Oranjestad
United Kingdom
lucy
฿4,760
฿5,283 total
includes taxes & fees
2 Sept - 3 Sept
Palm Spring Inn
View from property
Classic Apartment | Living area | 40-inch Smart TV with digital channels, TV
Classic Apartment | Living area | 40-inch Smart TV with digital channels, TV
Front of property

7. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
France
Valérie
฿7,808
฿8,354 total
includes taxes & fees
13 Sept - 14 Sept
Barrel House St. Eustatius
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Stay near popular Windward Side attractions

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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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.
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Harry L Johnson Museum

8.8/10 (3 reviews)
You can spend an afternoon exploring the galleries in Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.
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Jo Bean Glass Art Studio

9.8/10 (8 reviews)
You can spend an afternoon browsing the exhibits at Jo Bean Glass Art Studio during your trip to Windward Side. While you're in the area, wander around the gardens.
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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
A mountainous landscape with a body of water in the foreground.
Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"El Momo Cottage is a simple basic place you will love, if you just want to take a break and go back to basic. The wooden cabin located in hill with an awesome view. I return home fully rested and recharged. Just by staying there. Definitely I'm going back. It's my retraer in the unspoiled queen called Saba"
Wendell 5-night trip
Posted 10 days ago
El Momo Cottages
Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Anton was an excellent host. Best chef in town."
Reginaldo 3-night trip
Posted 2 weeks ago
Quill Gardens Boutique Hotel
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

8/10 Good
"The room was nice, clean spacious but did not have a TV . Nice kitchen.The location is good , near the airport"
ARIEH 2-night trip
Posted 2 months ago
Talk of the Town Inn & Suites

Frequently asked questions

Where is the best place for a stay in Windward Side?
Based on our traveller data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your visit include El Momo Cottages and Scenery Hotel Saba. 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 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 Scenery Hotel Saba 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 12 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 Saba Heritage Center, Dutch Museum of Saba 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.