Skip to main content.

Hotels & Accommodation in Windward Side

trover photo by Chad Prahl

Search for accommodation in Windward Side

trover photo by Chad Prahl

Save more with Secret Prices

Get instant savings with Secret Prices

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Book hotel rooms & other accommodation in Windward Side

What's Windward Side like?

If you're looking to discover somewhere new, look no further than Windward Side. Whether you're planning to stay for a night or for the week, the area around Windward Side has accommodations to fit every need. Search for hotels in Windward Side with by checking our online map. Our map displays the areas and neighborhoods around all Windward Side hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windward Side hotel deals are here with our lowest price guarantee.

Where are the best places to stay in Windward Side?

We have 7 Windward Side accommodations with prices starting at ZAR 956. Choose one of our hotel deals and get discounts of up to 30%.

Below are the number of accommodations by star rating in Windward Side and the surrounding area:

  • • 5 3-star accommodations from ZAR 956 per night

Here are our travelers' top 2 places to stay in Windward Side:

Selera Dunia Boutique Hotel

Windward Side B&B in city center
  • • Free breakfast • Free parking • Free WiFi • Terrace • Walkable location

El Momo Cottages

Windward Side guestrooms with patios
  • • Free WiFi • Restaurant • Outdoor pool • Terrace • Walkable location

How to Get to Windward Side

What are the closest airports to Windward Side?

  • • Saba (SAB-Juancho E. Yrausquin), 1.1 mi (1.8 km) from central Windward Side
  • • Philipsburg (SXM-Princess Juliana Intl.), 29.5 mi (47.5 km) from central Windward Side
  • • Oranjestad (EUX-F.D. Roosevelt), 18.7 mi (30.1 km) from central Windward Side

Things to See and Do in Windward Side

What is there to see in Windward Side?

  • • Leeward Islands
  • • Dutch Museum of Saba
  • • Troy Hill

When is the best time to visit Windward Side?

  • • Hottest months: August, July, June, May (average 88°F)
  • • Coldest months: February, March, January, December (average 72°F)
  • • Rainiest months: October, September, November, and August (average 5.21 inches of rainfall)