Hotels with smoking rooms in
Windward Side

Photo by Meghan Watters

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Tonight Dec 22 - Dec 23Next weekend Dec 27 - Dec 29

Featured Windward Side Hotels with smoking rooms

El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
El Momo Cottages
Selera Dunia Boutique Hotel
Selera Dunia Boutique Hotel
3 out of 5
Wall Street, Windward Side, Saba
Selera Dunia Boutique 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.

Hotels in Windward Side

Saba is a city that has a lot going on, but you have your sights set on Windward Side. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Windward Side has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Windward Side hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Saba so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Windward Side underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Windward Side city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Windward Side cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Windward Side at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Windward Side hotel you want, book it, and never look back. Because your great escape is ahead of you.