A lush green mountain with a white picket fence and buildings with red roofs.

Windward Side Hotels with Parking

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Windward Side Hotels with Parking

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windward Side on Hotels.com. These Windward Side Hotels with Parking consistently deliver on quality, location and traveller experience. Last updated on 21 October 2026.

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.

A hotel with multiple balconies, outdoor seating, and a view of the sea.

A coastal landscape with clear turquoise waters, rocky shoreline, and green hills.

A buffet table with various food items and a selection of wine bottles.

1. Saba Arawak Hotel

Windward Side

S$203

includes taxes & fees

22 Oct - 23 Oct

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

A pool surrounded by lush greenery and a view of the ocean.

A cluster of houses with red roofs, surrounded by dense greenery and trees.

A lush green landscape with a pool, a red-roofed building, and a view of the ocean.

2. El Momo Cottages

Windward Side

S$156

includes taxes & fees

22 Oct - 23 Oct

A bedroom with a bed, bedside tables, a bench, a wall-mounted air conditioner, a framed picture, and a floor lamp.

A modern interior with a high ceiling, a sofa, ottomans, and potted plants.

A modern living room with a sofa, armchair, and a round coffee table.

A balcony with a view of the ocean and greenery.

3. Scenery Hotel Saba

Windward Side

S$340

includes taxes & fees

28 Oct - 29 Oct

A beach with palm trees, a stone wall, and a building in the background.

A brick building with a balcony, green shutters, and a garden with various plants.

A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.

A room with a rustic brick wall, a wooden ceiling, and a large brass vase with red flowers on a stone base.

4. The Old Gin House

Oranjestad

S$242

includes taxes & fees

23 Oct - 24 Oct

A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

A breakfast table set with plates, cutlery, a vase of flowers, and a view of the ocean.

A pool with lounge chairs and umbrellas, overlooking a clear blue sea.

A large, two-story house with a swimming pool, surrounded by lush greenery and a mountain in the background.

5. Quill Gardens Boutique Hotel

Oranjestad

S$226

includes taxes & fees

25 Oct - 26 Oct

A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.

A covered patio area with a table and chairs, a door labeled 207, and a window with curtains.

A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.

6. Talk of the Town Inn & Suites

Oranjestad

S$141

includes taxes & fees

25 Oct - 26 Oct

A paved pathway flanked by palm trees and buildings with a clear sky above.

A hotel room with a bed, a wicker basket with toiletries, a painting of a palm leaf, and a lamp.

A corridor with a door, a chair, and a railing with plants.

A living room with a sofa, a coffee table, a TV, and shelves with plants.

7. Palm Spring Inn

Oranjestad

S$204

includes taxes & fees

24 Oct - 25 Oct

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Top landmarks in Windward Side

Dutch Museum of Saba

8.4/10 (5 reviews)

The centre of Windward Side is home to cultural attractions such as 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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Saba Heritage Center

The centre of Windward Side is home to cultural attractions such as Saba Heritage Center, 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 Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.

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Harry L Johnson Museum

8.8/10 (3 reviews)

The centre of Windward Side is home to cultural attractions such as Harry L Johnson Museum, 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 Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.

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Jo Bean Glass Art Studio

9.8/10 (8 reviews)

If museums are on your list of things to see, then you might want to head to Jo Bean Glass Art Studio, located in the heart of Windward Side. If you want to see more of the museums in Windward Side, you can easily walk to Dutch Museum of Saba or Saba Heritage Center.

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About the destination

If you're looking to discover somewhere new, look no further than Windward Side. Whether you're planning to stay for a night or for the week, the area around Windward Side has accommodation options to fit every need. Search for hotels in Windward Side with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Windward Side hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windward Side hotel deals are here with our lowest price guarantee.

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