Hotels in Windward Side

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Oct 31 - Nov 1
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Nov 1 - Nov 2
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Nov 6 - Nov 8
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Nov 13 - Nov 15

Where to stay in Windward Side?

A concrete viewing platform with three street lamps, overlooking a mountainous landscape during sunset.

1. Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.2 out of 10, Very good, (108 reviews)
Dive into Caribbean paradise at this Windward Side hotel with an outdoor pool and on-site restaurant serving local cuisine. Explore nearby Dutch Museum of Saba and Heritage Center, then return to comfort with free WiFi and convenient parking.
The price is $135
$159 total
includes taxes & fees
Nov 1 - Nov 2
Saba Arawak Hotel
A pool area with lounge chairs, a pergola, and a view of a mountain.

2. Scenery Hotel Saba

Scenery Hotel Saba
3.5 star property
Windward Side
The price is $315
$364 total
includes taxes & fees
Nov 3 - Nov 4
Scenery Hotel Saba
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.

3. El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (63 reviews)
Rustic cottages nestled on Saba Island with an outdoor pool for cooling off after exploring. Just minutes from the Dutch Museum and Heritage Center, this tranquil retreat offers lush garden surroundings and a welcoming restaurant terrace.
The price is $114
$122 total
includes taxes & fees
Nov 7 - Nov 8
El Momo Cottages
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.

4. The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (65 reviews)
Steps from Fort Oranje and Lower Town Beach in Oranjestad, this Colonial hotel offers seaside charm with an outdoor pool. Unwind at one of 2 bars or savor meals at the on-site restaurant while enjoying garden views, free breakfast, and WiFi.
The price is $159
$170 total
includes taxes & fees
Nov 1 - Nov 2
The Old Gin House
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

5. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (32 reviews)
Unwind at this boutique guesthouse with lush garden surroundings and a refreshing outdoor pool. Just 3 minutes from Roosevelt Airport with free breakfast, WiFi and parking. Grab drinks at the bar after exploring nearby Government Guesthouse.
The price is $206
$221 total
includes taxes & fees
Nov 5 - Nov 6
Quill Gardens Boutique Hotel
A paved pathway flanked by palm trees and buildings with a clear sky above.

6. Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very good, (15 reviews)
Experience comfortable island living at this welcoming inn featuring apartments with full kitchens and private balconies or patios. Located near Government Guesthouse and Dutch Reformed Church, with free WiFi and parking for added convenience.
The price is $144
$160 total
includes taxes & fees
Nov 1 - Nov 2
Palm Spring Inn
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

7. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.2 out of 10, Very good, (20 reviews)
This Oranjestad hotel offers island convenience with free WiFi and complimentary parking. Swim in the outdoor pool, unwind on the terrace, or stroll through the garden. Government Guesthouse and Dutch Reformed Church are just minutes away for cultural exploration.
The price is $117
$125 total
includes taxes & fees
Dec 1 - Dec 2
Talk of the Town Inn & Suites
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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Go beyond your typical stay in Windward Side

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When is the best time to visit Windward Side?

Our prices for hotels in Windward Side are cheapest in November

Price trends for hotels in Windward Side

Pricing is based on two traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.

October

High 29°C / low 27°C. Cloudy most days.
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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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November, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Cloudy most days.
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December, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Cloudy most days.
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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Top landmarks in Windward Side

Dutch Museum of Saba

8.4/10 (5 reviews)
The center of Windward Side is home to cultural attractions like Dutch Museum of Saba, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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Learn more about Windward Side

Windward Side is applauded for its cultural attractions such as Dutch Museum of Saba and Harry L Johnson Museum. The city has something for everyone including sights like Mt Scenery and Saba Heritage Center within a scenic setting.

See all hotels in Windward Side
A lush green mountain with a white picket fence and buildings with red roofs.

Check out reviews of Windward Side hotels guests love

A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.
El Momo Cottages

El Momo Cottages

El Momo Cottages
Windward Side

10/10 Exceptional

Care to make simple cabins welcoming, such as chalk-board greeting and tropic flower. The scene, and owners, are ultra casual. This property is not for the faint on breath, given the somewhat irregular 70+ plus steps from roadway to the pool and office. Then there are additional steps to individual cabins, challenging again in some cases. Due to a cancellation, I was able to occupy the Turtle cabin, a bargain and must-do upgrade at only $20 additional. The unit has a generous projecting deck...
United States
Daniel
Reviewed March 8, 2019
El Momo Cottages

Frequently Asked Questions

What accommodations do travelers recommend in Windward Side?

Guests like Saba Arawak Hotel, El Momo Cottages and Scenery Hotel Saba.

Where can I find free parking with my stay in Windward Side?

El Momo Cottages offers the perk of free parking.

Can I book refundable hotels in Windward Side?

If you're looking for the flexibility to change your plans to Windward Side, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Windward Side if I'm looking for a reasonably priced accommodation?

The Scenery Hotel Saba is an accommodation you might want to consider that'll save you money.

What will the weather in Windward Side be like during my visit?

Windward Side is a great place to visit any time of year with an average temperature of 78°F during the coldest months.

Why should I book my Windward Side hotel with Hotels.com?

There are lots of reasons to book your Windward Side trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.