Find Romantic Hotels in Windward Side

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Check prices for these dates

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Windward Side romantic hotels

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, (109 reviews)
"Love the place"
United States
EMAD
The price is £118
includes taxes & fees
8 Nov - 9 Nov
Saba Arawak Hotel
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.

2. El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (63 reviews)
"Unique place overviewing the hills of Saba. Not a high class place to stay (in accordance with the rates), but everything is just good! Charming place, good service, good amenities, wonderful staff. I had a joyful stay and a great time!"
United States
Christina
The price is £78
includes taxes & fees
7 Nov - 8 Nov
El Momo Cottages
A pool area with lounge chairs, a pergola, and a view of a mountain.

3. Scenery Hotel Saba

Scenery Hotel Saba
3.5 star property
Windward Side
The price is £238
includes taxes & fees
8 Nov - 9 Nov
Scenery Hotel Saba
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)
"Helpful, friendly staff. Included breakfast was tasty. Wine at sunset was nice. Enjoyed the stay very much."
United States
Regan
The price is £126
includes taxes & fees
21 Nov - 22 Nov
The Old Gin House
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

5. 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)
"Great location, nice people, clean."
Netherlands
Nadine
The price is £80
includes taxes & fees
2 Dec - 3 Dec
Talk of the Town Inn & Suites
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

6. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (32 reviews)
"Great stay. Everything was superb."
United States
Donald
The price is £131
includes taxes & fees
4 Dec - 5 Dec
Quill Gardens Boutique Hotel
A paved pathway flanked by palm trees and buildings with a clear sky above.

7. Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very good, (15 reviews)
"Great place lovely staff"
United States
Dameon
The price is £118
includes taxes & fees
20 Nov - 21 Nov
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.
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Top Windward Side Hotel Reviews

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 Excellent

Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view.
United Kingdom
lucy
Reviewed March 9, 2026
El Momo Cottages

Frequently Asked Questions

Searching for romantic hotels in Windward Side?

If you and your partner need some romantic time away, we'd like to help you plan for it. You might consider checking out some of the nearby sights and attractions such as Dutch Museum of Saba, Mt Scenery or Harry L Johnson Museum. If you're interested in staying near a certain attraction, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.

When is the best time of year for a romantic getaway to Windward Side?

If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Windward Side: The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.

What is there to do in Windward Side?

There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Windward Side has to offer. You might consider a visit to Dutch Museum of Saba, Mt Scenery or Harry L Johnson Museum.

What’s the best way to get to Windward Side and around town during my romantic getaway?

This information about transportation options in Windward Side might help your romantic trip get off to a smooth start: If you're looking to fly to Windward Side, the closest major airport is in Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.