Photo by Meghan Watters

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Top Windward Side Family Hotels

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Recommended hotels in Windward Side

Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very Good, (60)
"Staff could be more friendly, but overall good"
Saba Arawak Hotel

Palm Spring Inn

3.0 star property
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
The price is AED 422
AED 469 total
includes taxes & fees
6 Aug - 7 Aug
Palm Spring Inn

The Old Gin House

3.0 star property
8.2 out of 10, Very Good, (51)
"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"
The price is AED 683
AED 731 total
includes taxes & fees
20 Aug - 21 Aug
The Old Gin House

Quill Gardens Boutique Hotel

4.0 star property
9.6 out of 10, Exceptional, (21)
"Great hotel run by Joyce and Herman. Great location, on somewhat remote and quiet St. Eustatius. Room was spacy and clean. "
Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (10)
"Great location, nice people, clean."
The price is AED 398
AED 427 total
includes taxes & fees
6 Aug - 7 Aug
Talk of the Town Inn & Suites

Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad

The price is AED 496
AED 589 total
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad

Chic 1-bedroom apartment with AC, WiFi in fabulous Oranjestad

The price is AED 496
AED 589 total
includes taxes & fees
11 Aug - 12 Aug
Chic 1-bedroom apartment with AC, WiFi in fabulous Oranjestad

Forever Young Apartment B

The price is AED 441
AED 514 total
includes taxes & fees
6 Aug - 7 Aug
Forever Young Apartment B

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very Good, (1)
"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 affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
Barrel House St. Eustatius
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.

Top Windward Side Hotel Reviews

Frequently asked questions

What's Windward Side like for family-friendly vacations?
The destination of Windward Side is a great choice if you've been thinking about a vacation with your kids. The diving, hiking trails, and scuba diving are just a few things that make this a great choice for a family vacation. Arrange a flight into Saba (SAB-Juancho E. Yrausquin), which is the closest airport, or Oranjestad (EUX-F.D. Roosevelt), which is located 19 mi (30.5 km) from the city center.
What's the best hotel for a family trip to Windward Side?
El Momo Cottages is a guesthouse with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
How many hotels that welcome families can I expect to find in Windward Side?
Expedia has 6 family-friendly hotels and other accommodations in Windward Side.
When's the best time to book a family-friendly vacation 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 there to see and do with your family in Windward Side?
While you and the family are vacationing in Windward Side, you might want to check out some of the attractions here such as Jo Bean Glass Art Studio, Mt Scenery, and Well's Bay Beach. Make sure you have lots of time for activities like Cove Bay Beach and Sulfur Mine.