A calm sea with a mountain in the distance.

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Check prices for these dates

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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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 multiple balconies, outdoor seating, and a view of the sea.
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.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
United States
EMAD
￥19,926
￥23,434 total
includes taxes & fees
Sep 18 - Sep 19
Saba Arawak Hotel
A rooftop terrace with two lounge chairs under a large umbrella, surrounded by potted plants and a wooden fence.
The exterior of the Scenery Hotel with a prominent sign, large windows, and two potted plants in front.
A modern interior with a high ceiling, a sofa, ottomans, and potted plants.
A modern bedroom with a bed, desk, chair, and a flat-screen TV.

2. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
￥47,894
￥55,151 total
includes taxes & fees
Sep 18 - Sep 19
Scenery Hotel Saba
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.
A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.
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.

3. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
United States
José Miguel
￥15,378
￥16,454 total
includes taxes & fees
Oct 10 - Oct 11
Talk of the Town Inn & Suites
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.
A large, two-story house with a swimming pool, surrounded by lush greenery and a mountain in the background.
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.

4. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
United States
Reginaldo
￥25,578
￥27,368 total
includes taxes & fees
Sep 18 - Sep 19
Quill Gardens Boutique Hotel
A beach with palm trees, a stone wall, and a building in the background.
A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A brick building with a balcony, green shutters, and a garden with various plants.

5. The Old Gin House

The Old Gin House
Oranjestad
United States
Regan
￥26,225
￥28,157 total
includes taxes & fees
Sep 18 - Sep 19
The Old Gin House
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.

6. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
France
Valérie
￥31,322
￥33,902 total
includes taxes & fees
Oct 18 - Oct 19
Barrel House St. Eustatius
A paved pathway flanked by palm trees and buildings with a clear sky above.
A corridor with a door, a chair, and a railing with plants.
A kitchen with a counter, a chair, and a wall with a motivational quote.
A hotel room with a bed, a wicker basket with toiletries, a painting of a palm leaf, and a lamp.

7. Palm Spring Inn

Palm Spring Inn
Oranjestad
United Kingdom
lucy
￥22,300
￥24,753 total
includes taxes & fees
Sep 21 - Sep 22
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 browsing the exhibits at Dutch Museum of Saba 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 studying the exhibits at 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 studying 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 studying the exhibits at Jo Bean Glass Art Studio in Windward Side. While you're in the area, wander around the gardens.
See properties

Learn more about Windward Side

Colorful 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

Saba Arawak Hotel

Saba Arawak Hotel

10/10 Excellent
"Love the place"
EMAD 2-night trip
Posted 12 days ago
Saba Arawak Hotel
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 1 month 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.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

10/10 Excellent
"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world! "
Lydia M. 2-night trip
Posted 5 months ago
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
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 traveler 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 trip include El Momo Cottages and The Cottage Club Hotel. See all available top hotels, or vacation rentals in Windward Side.
What are some of the best vacation rentals in Windward Side?
Beautiful Traditional Saba Cottage With all the Modern Amenities: Visitors give good reviews to this Windward Side vacation home rental, which is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly. Another good choice for your trip to Windward Side is Home a way from home in the Unspoiled queen of the Caribbean.. See all vacation rentals in Windward Side.
If I need to cancel my hotel reservation in Windward Side, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
Where can I learn more about changing or cancelling my trip to Windward Side?
For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Windward Side?
El Momo Cottages is a top guesthouse for people traveling 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 hotel to stay near Dutch Museum of Saba?
Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. El Momo Cottages and The Cottage Club Hotel are a couple of other choices with an onsite 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.
What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?
El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.
What's it like 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 accommodations to choose from. Find out more about Windward Side.
What should I see while I'm in 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 agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.
What's the seasonal weather like in Windward Side?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.

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