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 16 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 and Harry L Johnson Museum . A couple of additional sights to add to your agenda are Saba Heritage Center and Mt Scenery . 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.

Photo by Meghan Watters

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Hotels near Popular Windward Side Attractions

Dutch Museum of Saba

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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Windward Side Travel Info

Number of hotels	28
Highest price	CA $490
Lowest price	CA $175
Known attractions	Well's Bay Beach, Cove Bay Beach and Dutch Museum of Saba
Hotels with nearby historical attractions	2
Hotels with free breakfast	2

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 Selera Dunia Boutique 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 equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly. Some other top choices in Windward Side are Home a way from home in the Unspoiled queen of the Caribbean. and Poets and Painters Cottage. 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 accommodation for a romantic vacation to Windward Side?

El Momo Cottages is a favorite guesthouse for couples, and features free WiFi and a garden. See all romantic hotels 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's the best hotel for a beach vacation 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 to stay near the beach include Juliana's Hotel and El Momo Cottages. See more stays near the beach in Windward Side.

What's the best boutique hotel in Windward Side?

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

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 Beautiful Gingerbread Cottage - Spectacular View & Pool are a couple of other choices with an onsite 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.

Recent Reviews in Windward Side
Expedia verified reviews

5/5 Excellent

"Very good manager. He took care of us like a good friend. When we couldn't find a taxi late in the night he even dropped by niece at the dome. Highly appreciated. "

A verified traveller stayed at Saba Arawak Hotel

Posted 11 days ago

5/5 Excellent

"The new owners are working hard to refresh this historic property. The seaside location is a gem and the staff members are friendly and attentive (special shout-out to Julia). The full breakfast is a wonderful benefit, and my mahi-mahi dinner was absolutely delicious! An added bonus is the proximity to another excellent restaurant, as well as a scuba center for those who come to Statia to dive. Thanks to Peter and Jeanette and your amazing staff!"

A verified traveller stayed at The Old Gin House Hotel

Posted 1 month ago

Beautiful Gingerbread Cottage - Spectacular View & Pool

5/5 Excellent

Amazing cottage!

"This place was beautiful, so peaceful and the views and pool were perfect. A well appointed kitchen and plenty of outdoor spaces to enjoy. Michael was an extremely helpful host coordinating transport easily and even making the occasional dinner reservation for us. Wonderful island, visit if you feel like completely relaxing!"

A verified traveller stayed at Beautiful Gingerbread Cottage - Spectacular View & Pool

Posted 1 month ago

5/5 Excellent

"We loved this place, even if part of the appeal was in knowing that other people would be too spoiled or uptight to deal with the long stairs, the uphill walk home from the restaurants, the composting toilet, the occasional visit from the cat, etc. The proprietors are very sincere, personable and helpful and have a great sense of humor. Prices are better than fair. The pool is a great asset and the breakfasts are solid. If you think of the rooms as forest cabins instead of a "hotel," it feels glamorous. We heartily recommend this place."

A verified traveller stayed at El Momo Cottages

Posted 3 months ago

Spyglass is a Private Villa With 360 View Near Windwardside.

5/5 Excellent

World-class views

"Very nice villa with some of the most spectacular views you’ll find anywhere in the world. Good hikers can walk into/from the village of Windwardside — be prepared for a steep hill on return. We were 4 adults, though 6 would be very comfortable. All conveniences are in the house. Mgmt: 1 sink awaiting repair parts; we never found the orientation book. We appreciated the mid-week cleaning service, but would like to be notified of that before they intrude on our privacy."

A verified traveller from Washington DC area, USA stayed at Spyglass is a Private Villa With 360 View Near Windwardside.

Posted 5 months ago

5/5 Excellent

"Hemmie is one of the best hosts I’ve ever met! He made me feel so at home from day 1. I was on the island for an exam and Hemmie made my stay less stressful by serving delicious breakfast every morning and offering to give me free dinner. He even offered to drive me to and from school, which was a bonus! The place itself is just marvellous! All the antique furnitures made me feel like I was really on vacation. The view is also breathtaking! You go out to the balcony and you see the ocean along with the view of the island. If you want to visit Saba, you have to stay at Selera’s. Not only is Hemmie a wonderful host, the hotel itself is beautiful and so so peaceful! "

A verified traveller stayed at Selera Dunia Boutique Hotel

Posted 10 months ago

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Top 10 Windward Side hotels and places to stay

Saba Arawak Hotel

El Momo Cottages

Beautiful Gingerbread Cottage - Spectacular View & Pool

2023 Villa Fairview on Saba. Ultimate privacy.

Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.

The Cottage Club Hotel

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

Poets and Painters Cottage

Home a way from home in the Unspoiled queen of the Caribbean.

Spyglass is a Private Villa With 360 View Near Windwardside.