Photo by Meghan Watters

Find hotels in Windward Side

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Saba Arawak Hotel

3.0 star property
8.6 out of 10, Excellent, (46)
"The hotel was comfortable, clean and friendly. Beautiful views and within a short walk into town and hiking. "
The price is SAR 484
SAR 569 total
includes taxes & fees
9 Feb - 10 Feb
Saba Arawak Hotel

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (48)
"Great place to relax and chill - please remember and note the description! - ratings are relative and subjective!! - if you rate it compared to a 5-star luxury hotel in the US - rating should be one star"
The price is SAR 409
SAR 437 total
includes taxes & fees
16 Feb - 17 Feb
El Momo Cottages

Quill Gardens Boutique Hotel

4.0 star property
9.2 out of 10, Wonderful, (15)
"Lovely place and surroundings, big room, good service"
The price is SAR 784
SAR 839 total
includes taxes & fees
20 Feb - 21 Feb
Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

3.0 star property
9.2 out of 10, Wonderful, (5)
"Quiet and relaxing "
The price is SAR 559
SAR 598 total
includes taxes & fees
9 Feb - 10 Feb
Talk of the Town Inn & Suites

The Old Gin House

3.0 star property
8.2 out of 10, Very Good, (48)
"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"
The price is SAR 729
SAR 780 total
includes taxes & fees
22 Feb - 23 Feb
The Old Gin House

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very Good, (1)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
The price is SAR 930
SAR 995 total
includes taxes & fees
17 Feb - 18 Feb
Barrel House St. Eustatius
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.
Don't see what you're looking for?
See all available properties in Windward Side
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Windward Side

Experience the hiking, jungle, and seaside in Windward Side!

View from room at Juliana’s hotel. Super affordable and great views close to restaurants.
Photo by Meghan Watters
Open Photo by Meghan Watters

Frequently asked questions

Where is the best place for a stay in Windward Side?

El Momo Cottages is ranked highly by Expedia customers. This guesthouse offers a restaurant and an outdoor pool. Another top choice for your stay based on reviews is Saba Arawak Hotel. See all available top hotels, or vacation rentals in Windward Side.

What are some of the best vacation rentals in Windward Side?

Home a way from home in the Unspoiled queen of the Caribbean.: Visitors give good reviews to this Windward Side vacation home rental, which is located in the city center and has an outdoor pool, a patio, and a barbecue grill 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 vacation with amenities like 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, 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 hotel for a family trip to 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 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. Another option with an onsite pool is Flamboyant Cottage - Spectacular View & Pool. View all hotels with pools 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 14 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, Saba Heritage Center, and Harry L Johnson Museum. 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.