A calm sea with a mountain in the distance.

Windward Side hotels from HK$866

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Check prices for these dates

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Windward Side hotels

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
A hotel with a balcony, a view of a hill, and a clear sky.
A coastal landscape with clear turquoise waters, rocky shoreline, and green hills.
A buffet table with various food items and a selection of wine bottles.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
United States
EMAD
HK$1,000
HK$1,176 total
includes taxes & fees
25 Sept - 26 Sept
Saba Arawak Hotel
A rooftop terrace with two lounge chairs under a large umbrella, surrounded by potted plants and a wooden fence.
A modern interior with a high ceiling, a sofa, ottomans, and potted plants.
A modern living room with a sofa, armchair, and a round coffee table.
A modern bedroom with a bed, desk, chair, and a flat-screen TV.

2. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
HK$2,446
HK$2,813 total
includes taxes & fees
25 Sept - 26 Sept
Scenery Hotel Saba
A beach with palm trees, a stone wall, and a building in the background.
A brick building with a balcony, green shutters, and a garden with various plants.
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A room with a rustic brick wall, a wooden ceiling, and a large brass vase with red flowers on a stone base.

3. The Old Gin House

The Old Gin House
Oranjestad
United States
Regan
HK$1,385
HK$1,482 total
includes taxes & fees
29 Sept - 30 Sept
The Old Gin House
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.
A covered patio area with a table and chairs, a door labeled 207, and a window with curtains.
A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.
A swimming pool with lounge chairs, a wooden deck, and a building with a red roof.

4. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
HK$809
HK$866 total
includes taxes & fees
29 Sept - 30 Sept
Talk of the Town Inn & Suites
A table set for dining with a view of the sea at sunset, a metal pot, and several wine glasses.
A brick building with a red roof, a gated entrance, and a parked vehicle in the background.
A spacious living room with a white sofa, a wooden ceiling, a TV mounted on the wall, and a large painting.
A spacious living room with a high wooden ceiling, a chandelier, and a staircase leading to an upper level.

5. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
France
Valérie
HK$1,849
HK$1,979 total
includes taxes & fees
4 Oct - 5 Oct
Barrel House St. Eustatius
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.
A breakfast table set with plates, cutlery, a vase of flowers, and a view of the ocean.
A hallway with tiled flooring, large vases with flowers, and a painting on the wall.
A clear blue pool with a wooden deck, white railings, and a view of the ocean and mountains in the background.

6. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
United States
Reginaldo
HK$1,293
HK$1,384 total
includes taxes & fees
27 Sept - 28 Sept
Quill Gardens Boutique Hotel
A paved pathway flanked by palm trees and buildings with a clear sky above.
A living room with a sofa, a coffee table, a TV, and shelves with plants.
A hotel room with a bed, a wicker basket with toiletries, a painting of a palm leaf, and a lamp.
A corridor with a door, a chair, and a railing with plants.

7. Palm Spring Inn

Palm Spring Inn
Oranjestad
United Kingdom
lucy
HK$1,127
HK$1,251 total
includes taxes & fees
29 Sept - 30 Sept
Palm Spring Inn
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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.
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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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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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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.
See properties

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 1 month 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 months 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 3 months ago
Talk of the Town Inn & Suites
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

10/10 Excellent
"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking or going out all week long. The cottage was nicely laid out with several different spaces to relax in: pool, gazebo, and porch. We had a great time hiking various trails on the island. Every meal we ate out, whether in Windwardside or The Bottom, was delicious. We met many nice people. Overall, we found Saba to be a very unique, beautiful, and safe place to visit!"
Jennifer K. 6-night trip
Posted 4 months ago
Flamboyant Cottage - Spectacular View & Pool
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

10/10 Excellent
"Absolutely gorgeous property. There are not many places you can go and get the view you get here. The house itself is very special - the pictures almost do not do it justice. The host is very responsive, and his staff is incredibly helpful in assisting you during your time on Saba. We ran into a snag with our departing flight, and Mark did everything in his power to assist us in getting home.Highly recommend staying here!"
Michael S. 3-night trip
Posted 5 months ago
Spyglass is a Private Villa With 360 View Near Windwardside.
Beautiful Traditional Saba Cottage With all the Modern Amenities

Beautiful Traditional Saba Cottage With all the Modern Amenities

10/10 Excellent
"Everything went well. The property was ready when we arrived. We do rent a car while on island, and parking was a bit hard to come by at times, but such is life there. There is a washer and dryer, and the shower had plenty of hot water. Overall it was in a great location, we walked to breakfast and dinner most nights. Also, it was a very quiet stay."
Andrea F. 8-night trip
Posted 9 months ago
Beautiful Traditional Saba Cottage With all the Modern Amenities

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 The Cottage Club Hotel and El Momo Cottages. See all available top hotels, or vacation rentals in Windward Side.
What are some of the best holiday rentals that Windward Side has to offer?
Home a way from home in the Unspoiled queen of the Caribbean.: This highly rated holiday home rental in Windward Side is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Another good choice for your trip to Windward Side is Beautiful Traditional Saba Cottage With all the Modern Amenities. See all 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. The Cottage Club Hotel and El Momo Cottages 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 Dutch Museum of Saba, Harry L Johnson Museum and Saba Heritage Center. 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.

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