Photo by Meghan Watters

Search Resorts in Windward Side

Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare Resorts in Windward Side with updated reviews, rates, and availability.

Queen’s Hotel Saba
Aerial view

Queen’s Hotel Saba

4.0 star property
5.8 out of 10, (15)
"Need to revamp, very overrun, it is a very beautiful property if run properly, or lat least cleaned and maintained properly. The pool and the pool area is a disaster, looks unhygienic, outdoor public area need a serious paint job, the tropical garden needs an gardener to prune and dead leaves all taken away, there are more mosquitoes than they should be. Could have been with an old world Caribbean charm , but not like this."
Queen’s Hotel Saba
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.
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Other property types in Windward Side

Flamboyant Cottage - Spectacular View & Pool
Flamboyant Cottage

Flamboyant Cottage - Spectacular View & Pool

9.8 out of 10, Exceptional, (37)
"Our stay was perfect from the minute we landed on the island. Easy communication with property manager, taxi prearranged and the cottage had everything we needed! Great views, walking distance to town, restaurants and hiking. Everyone we met was SUPER friendly which made our stay extra special! "
Flamboyant Cottage - Spectacular View & Pool
Peter Hytte is close to everything at great price!
Front balcony

Peter Hytte is close to everything at great price!

Peter Hytte is close to everything at great price!
Spyglass is a Private Villa With 360 View Near Windwardside.
Choose your breakfast spot...

Spyglass is a Private Villa With 360 View Near Windwardside.

9.8 out of 10, Exceptional, (66)
"We loved it here so much, we already booked it for Christmas next year. nuff said. "
Spyglass is a Private Villa With 360 View Near Windwardside.
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.

Frequently asked questions

What can I expect from a resort vacation in Windward Side?
Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip from tasty dining options to entertainment and shopping. Browse the resorts in the area and discover the one that’s best for you, whether you see yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's a top resort in Windward Side?
Our highest-rated resort near Windward Side: Queen’s Hotel Saba - 1 mi (1.6 km) from Windward Side. Features a terrace, a garden, and a bar.
What can I do in Windward Side?
If you’re interested in visiting some local museums, you can check out the exhibits at Dutch Museum of Saba and Saba Heritage Center. Mt Scenery and Harry L Johnson Museum are a few additional attractions in the area that you might like.
What's the 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.
What's the best way to get to and around Windward Side?
Fly into Saba (SAB-Juancho E. Yrausquin), which is located 1.3 mi (2.1 km) from the city center. Otherwise, look for flights into Oranjestad (EUX-F.D. Roosevelt), which is 19 mi (30.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.