A calm sea with a mountain in the distance.

Find hotels in Windward Side from ฿3,707

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Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Windward Side hotels

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
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.
A hotel with multiple balconies, outdoor seating, and a view of the sea.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
United States
EMAD
฿4,532
฿5,329 total
includes taxes & fees
15 Oct - 16 Oct
Saba Arawak Hotel
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.
A cluster of houses with red roofs, surrounded by dense greenery and trees.
A cozy room with a wooden table and chairs, a bed, and a window overlooking greenery.
A lush green landscape with a pool, a red-roofed building, and a view of the ocean.

2. El Momo Cottages

El Momo Cottages
Windward Side
United States
Christina
฿3,827
฿4,085 total
includes taxes & fees
16 Oct - 17 Oct
El Momo Cottages
A bedroom with a bed, bedside tables, a bench, a wall-mounted air conditioner, a framed picture, and a floor lamp.
A balcony with a view of the ocean and greenery.
A modern living room with a sofa, armchair, and a round coffee table.
The exterior of the Scenery Hotel with a prominent sign, large windows, and two potted plants in front.

3. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
฿8,670
฿10,046 total
includes taxes & fees
16 Oct - 17 Oct
Scenery Hotel Saba
A beach with palm trees, a stone wall, and a building in the background.
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A brick building with a balcony, green shutters, and a garden with various plants.
A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.

4. The Old Gin House

The Old Gin House
Oranjestad
United States
Regan
฿5,929
฿6,344 total
includes taxes & fees
17 Oct - 18 Oct
The Old Gin House
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.
A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.
A covered patio area with a table and chairs, a door labeled 207, and a window with curtains.
A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.

5. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
United Kingdom
ARIEH
฿3,464
฿3,707 total
includes taxes & fees
16 Oct - 17 Oct
Talk of the Town Inn & Suites
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.

6. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
United States
Donald
฿5,534
฿5,922 total
includes taxes & fees
15 Oct - 16 Oct
Quill Gardens Boutique Hotel
A paved pathway flanked by palm trees and buildings with a clear sky above.
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.
A hotel room with a bed, a wicker basket with toiletries, a painting of a palm leaf, and a lamp.

7. Palm Spring Inn

Palm Spring Inn
Oranjestad
United Kingdom
lucy
฿4,825
฿5,356 total
includes taxes & fees
16 Oct - 17 Oct
Palm Spring Inn
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Stay near popular Windward Side attractions

Dutch Museum of Saba

8.4/10 (5 reviews)
You can spend time studying the exhibits at Dutch Museum of Saba during your travels in Windward Side. While you're in the area, wander around the gardens.
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Saba Heritage Center

You can spend an afternoon browsing the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.
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Harry L Johnson Museum

8.8/10 (3 reviews)
You can spend an afternoon exploring the galleries in Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.
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Jo Bean Glass Art Studio

9.8/10 (8 reviews)
You can spend an afternoon browsing the exhibits at Jo Bean Glass Art Studio during your trip to Windward Side. While you're in the area, wander around the gardens.
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Learn more about Windward Side

Colourful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

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

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"Fun little place to stay at Saba. Not a traditional hotel, but each room is in it's own little cabin basically in a jungle with a patio and a bathroom. The jungle gets surprisingly loud at night and the morning views from our cabin were stunning. There is a lot of stairs everywhere around the property, so you'll have to be comfortable carrying your luggage and climbing the stairs up and down. Swimming pool was a very nice touch after a long day of hiking."
Martina 2-night trip
Posted 5 days ago
El Momo Cottages
Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Anton was an excellent host. Best chef in town."
Reginaldo 3-night trip
Posted 2 months ago
Quill Gardens Boutique Hotel
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

8/10 Good
"The room was nice, clean spacious but did not have a TV . Nice kitchen.The location is good , near the airport"
ARIEH 2-night trip
Posted 4 months ago
Talk of the Town Inn & Suites

Frequently asked questions

Where is the best place for a stay in Windward Side?
Based on our traveller data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your visit include El Momo Cottages and Scenery Hotel Saba. See all available top hotels, or vacation rentals in Windward Side.
If I need to cancel my hotel reservation in Windward Side, will I receive a refund?
Yes, most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
What's the best dog-friendly place to stay in Windward Side?
El Momo Cottages is a top guest house for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. El Momo Cottages and Scenery Hotel Saba are a couple of other choices that feature an on-site pool. View all hotels with pools in Windward Side.
What is the best spa hotel in Windward Side?
The Scenery Hotel Saba is a top spa hotel with 30 rooms, free WiFi and laundry facilities. Treat yourself to a massage at the on-site spa. See all spa hotels in Windward Side.
How is it to stay in Windward Side?
Visitors can enjoy all that Windward Side has to offer, including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 12 hotels and other accommodation options to choose from. Find out more about Windward Side.
What should I do while I'm visiting Windward Side?
Cultural venues include Dutch Museum of Saba, Harry L Johnson Museum and Saba Heritage Center. A couple of additional sights to add to your itinerary are Mt Scenery and Jo Bean Glass Art Studio. Take a look at what more there is to see and do in Expedia's Windward Side guide.
What's the seasonal weather 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.