Photo by Meghan Watters

Hotels in Windward Side

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Find and book your perfect stay

Unlock travel rewards with One Key
Save more with Member Prices
Free cancellation options if plans change

Where to stay in Windward Side?

Saba Arawak Hotel
View from room

Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very Good, (32)
The price is $137
includes taxes & fees
$130 per night
Dec 6 - Dec 7
Saba Arawak Hotel
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.
On a rooftop patio, a person leans back in a lounge chair while reading a magazine. Skyscrapers are visible in the distance.

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Top landmarks in Windward Side

Dutch Museum of Saba

The centre of Windward Side is home to cultural attractions like Dutch Museum of Saba, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Saba Heritage Center, Cove Bay Beach, and Well's Bay Beach.

See properties
Dutch Museum of Saba

Frequently asked questions

What accommodations do travelers recommend in Windward Side?
El Momo Cottages and Saba Arawak Hotel are a couple of accommodations that are popular with guests.
Where can I find free parking with my stay in Windward Side?
These hotels offer the perk of free parking: El Momo Cottages and Selera Dunia Boutique Hotel.
Can I book refundable hotels in Windward Side?
If you’re looking for the flexibility to change your plans to Windward Side, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Windward Side?
Your furry friend can stay with you at this pet-friendly hotel: El Momo Cottages.
Which Windward Side hotels do travelers like for their great location?
Our guests love Scout’s Place Hotel for its great location.
Where can I stay in Windward Side if I'm looking for a reasonably priced accommodation?
Scout’s Place Hotel is an accommodation you might want to consider that’ll save you money.
Where can I stay if I'm traveling to Windward Side for a family-friendly vacation?
Your kids are welcome at El Momo Cottages.
Where should I stay in Windward Side for a vacation with my partner?
El Momo Cottages is a good option for a romantic getaway with your special someone.
What will the weather in Windward Side be like during my visit?
Windward Side is a great place to visit any time of year with an average temperature of 78°F during the coldest months.
Why should I book my Windward Side hotel with Hotels.com?
There are lots of reasons to book your Windward Side trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.