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Hotels in Windward Side

Photo by Meghan Watters

Choose from 29 Windward Side Hotel Deals

Saba Arawak Hotel
Saba Arawak Hotel
3 out of 5
The peak, Windward Side, Saba
  • 1 min walk from Dutch Museum of Saba
The price is $152 per night from Nov 15 to Nov 16
$152
includes taxes & fees
Nov 15 - Nov 16
Stay at this 3-star 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! (32 reviews)
"Beautiful pool and nice view from balcony. Bed was okay. Breakfast at Liam's was good. Short walk into town. Good price for what you get. Nice to have kitchen if you want to cook."

Reviewed on Nov 12, 2024

Saba Arawak Hotel
El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
  • 3 min walk from Dutch Museum of Saba
The price is $106 per night from Nov 15 to Nov 16
$106
includes taxes & fees
Nov 15 - Nov 16
Stay at this 3-star guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage ...
8.6/10 Excellent! (47 reviews)
Fun and Eco Friendly
"I had a wonderful visit at El Momo. I was in Saba for hiking and the cottages were nestled into the woods, giving the perfect setting for enjoying the natural surroundings. The view from the cottages was amazing, the pool was a perfect spot to relax after a day out. The staff was helpful and ..."

Reviewed on Oct 14, 2024

El Momo Cottages
Selera Dunia Boutique Hotel
Selera Dunia Boutique Hotel
3 out of 5
Wall Street, Windward Side, Saba
  • 2 min walk from Dutch Museum of Saba
Stay at this 3-star business-friendly B&B in Windward Side. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harry L Johnson Museum and ...
9.2/10 Wonderful! (76 reviews)
"Hemmie is one of the best hosts I’ve ever met! He made me feel so at home from day 1. I was on the island for an exam and Hemmie made my stay less stressful by serving delicious breakfast every morning and offering to give me free dinner. He even offered to drive me to and from school, which was ..."

Reviewed on Aug 15, 2023

Selera Dunia Boutique Hotel
The Cottage Club Hotel
The Cottage Club Hotel
3.5 out of 5
17a Grey Bush Street, Windward Side, Saba
  • 2 min walk from Dutch Museum of Saba
Stay at this 3.5-star hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harry L Johnson Museum and Jo Bean Glass ...
10/10 Exceptional! (1 review)
"Beautiful views. Very centrally located and quiet."

Reviewed on Nov 24, 2021

The Cottage Club Hotel
The Old Gin House
The Old Gin House
3 out of 5
Oranjebaai 1, Oranjestad, Sint Eustatius
  • 27 min drive from Dutch Museum of Saba
The price is $212 per night from Nov 17 to Nov 18
$212
includes taxes & fees
Nov 17 - Nov 18
Stay at this 3-star beach hotel in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Oranje and Lower Town Beach are located ...
8/10 Very Good! (44 reviews)
"The new owners are working hard to refresh this historic property. The seaside location is a gem and the staff members are friendly and attentive (special shout-out to Julia). The full breakfast is a wonderful benefit, and my mahi-mahi dinner was absolutely delicious! An added bonus is the proximity ..."

Reviewed on Apr 16, 2024

The Old Gin House
Talk of the Town
Talk of the Town
3 out of 5
L.E. Saddler Road #9, Oranjestad, St. Eustatius
  • 25 min drive from Dutch Museum of Saba
The price is $113 per night from Dec 1 to Dec 2
$113
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3-star hotel in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church are ...
9/10 Wonderful! (4 reviews)
"Quiet and relaxing"

Reviewed on Mar 9, 2024

Talk of the Town
 Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4 out of 5
Road to English Quarter, Oranjestad, Sint Eustatius
  • 26 min drive from Dutch Museum of Saba
The price is $196 per night from Nov 16 to Nov 17
$196
includes taxes & fees
Nov 16 - Nov 17
Stay at this 4-star business-friendly guesthouse in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Government Guesthouse ...
9.2/10 Wonderful! (15 reviews)
"Lovely place and surroundings, big room, good service"

Reviewed on Sep 28, 2024

Quill Gardens Boutique Hotel
Queen’s Hotel Saba
Queen’s Hotel Saba
4 out of 5
Troy Hill #1, The Bottom, Saba
  • 9 min walk from Dutch Museum of Saba
Stay at this 4-star resort in The Bottom. Enjoy free WiFi, breakfast (surcharge), and in-room massages. Popular attractions Catholic Church and Mt Scenery are ...
5.8/10 (15 reviews)
"Service is good"

Reviewed on Nov 17, 2023

Queen’s Hotel Saba
Barrel House St. Eustatius
Barrel House St. Eustatius
3 out of 5
Van Tonningen Weg, Oranjestad, Sint Eustatius
  • 26 min drive from Dutch Museum of Saba
Stay at this 3-star beach B&B in Oranjestad. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Lower Town Beach and Fort Oranje are located ...
8/10 Very Good! (1 review)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia ..."

Reviewed on Jan 5, 2024

Barrel House St. Eustatius
Palm Spring Inn
Palm Spring Inn
3 out of 5
Erick R Gibbs Road 2, Cherry Tree, Sint Eustatius, Oranjestad
  • 26 min drive from Dutch Museum of Saba
Stay at this 3-star apartment in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church ...
8.4/10 Very Good! (14 reviews)
NASTY SUITE TERRIBLE SERVICE
"Arrived late, well advanced noticed sent to owner. Was met by a man at hotel who showed us suite and gave us keys and wifii password. This man told us the owner will comeby the following day. No show. Apartment was nasty as if the last guest left and we arrived. Used bag of ice in freezer, dish on ..."

Reviewed on Apr 18, 2023

Palm Spring Inn
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Windward Side

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $106. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Windward Side hotel deals at the last minute.

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Frequently Asked Questions About Windward Side hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Windward Side?

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Finding a cheap car rental deal in Windward Side is as easy as scoring cheap hotels in Windward Side. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Windward Side now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Windward Side right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.