Windward Side

Travel Guide

A calm sea with a mountain in the distance.
A coastal town with a mountain in the background.
A lush green mountain with a white picket fence and buildings with red roofs.
A mountainous landscape with a body of water in the foreground.
A person walking on a narrow, rocky path surrounded by dense tropical foliage.
Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak Windward Side Saba
$143 nightly
The price is $150 total per night from Sep 20 to Sep 21
$150 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Windward Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dutch Museum of Saba ...
8.4/10 Very Good! (99 reviews)
"Love the place"

Reviewed on Sep 5, 2026

Saba Arawak Hotel
The Cottage Club Hotel

The Cottage Club Hotel

3.5 out of 5
17a Grey Bush Street Windward Side Saba
Stay at this hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harry L Johnson Museum and Jo Bean Glass Art ...
10/10 Exceptional! (1 review)
"Beautiful views. Very centrally located and quiet."

Reviewed on Nov 24, 2021

Get rates
The Cottage Club Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill Windward Side Saba
Stay at this guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage Center ...
8.6/10 Excellent! (62 reviews)
"mosquitos you had to climb 80 slippery steps to climb to reach to tiny room they call cottage one night strange voices of man and woman when i was told that only one or two people lived in mosquitoes bites whole body criquet sounds all night /cant sleep to reach toilet at night walk down 4 to 5 slippery ..."

Reviewed on Sep 15, 2026

Get rates
El Momo Cottages
See all 31 properties in Windward Side
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.
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

Windward Side Saba
Stay at this cottage in Windward Side. Enjoy free WiFi, private pools, and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage Center are located ...
9.8/10 Exceptional! (46 reviews)
"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 ..."

Reviewed on Jun 3, 2026

Flamboyant Cottage - Spectacular View & Pool
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!

Windward Side Saba
Stay at this cottage in Windward Side. Enjoy free WiFi, a garden, and patios. Popular attractions Harry L Johnson Museum and Jo Bean Glass Art Studio are located ...
10/10 Exceptional! (18 reviews)
"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world!"

Reviewed on Apr 25, 2026

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

windwardside Saba
Stay at this villa in Windward Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Saba Heritage Center and Dutch Museum of Saba are ...
9.8/10 Exceptional! (74 reviews)
"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 ..."

Reviewed on May 11, 2026

Spyglass is a Private Villa With 360 View Near Windwardside.
See all properties in Windward Side
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.

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.
See properties

Things to do

Historic City and Beach E-Bike Tour

Historic City, Fort and Beach E-Bike Tour

$130
per adult
100% of travellers recommend
Historic City, Fort and Beach E-Bike Tour
The Beauty of Fresh Lake Naivasha with some Cormorants Flying.

5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.

$1,150
per adult
5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.
See all activities in Windward Side

Frequently asked questions

Is Windward Side worth visiting?
Windward Side is worth visiting for its unique cultural attractions, where travelers can explore the island's rich history. Discover artifacts and stories at the Dutch Museum of Saba, and delve into local heritage at the Saba Heritage Center.
When is the best time to visit Windward Side?
The best time to visit Windward Side is from March through May, when the destination is most popular. For travelers seeking fewer crowds and potentially better value, the quieter months of October through December offer a pleasant alternative.
What is Windward Side known for?
Windward Side is known for its cultural and historical sites. Travelers can explore the Dutch Museum of Saba, the Saba Heritage Center, and the Harry L Johnson Museum, all located in this city in Bonaire, Sint Eustatius and Saba. These institutions offer a look into the region's heritage.
What is a good itinerary length for Windward Side?
A good itinerary length for Windward Side is two to three days to explore attractions like the Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum. An extended stay of four to five days allows for a more relaxed pace, enjoying the Historic City, Fort and Beach E-Bike Tour, and delving deeper into the local culture.
What are the top things to do in and around Windward Side?
Windward Side offers cultural insights and unique local experiences for travelers to enjoy:


How do I plan a trip to Windward Side?
Plan your Windward Side trip by booking flights, hotels, and rental cars in advance. Explore landmarks such as the Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum. For outdoor activities like the Historic City, Fort and Beach E-Bike Tour, schedule them for early morning or late afternoon.
Can I book a refundable hotel in Windward Side?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Windward Side by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Windward Side with Expedia?
Expedia makes it easier to plan your Windward Side trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Windward Side?
The best choice depends on your travel style. Hotels in Windward Side can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Windward Side trip on Expedia?
Once you've booked your Windward Side trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Windward Side trip?
Expedia offers customer support before, during, and after your Windward Side trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Windward Side?
If it's your first trip to Windward Side, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Windward Side hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Windward Side hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Windward Side

A forest with tall, slender limestone formations.

Hell's Gate

A flag on a pole against a blue sky with clouds.

The Bottom

Explore a world of travel with Expedia