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Our top choices for Windward Side hotels

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is CA $156
CA $166 total
includes taxes & fees
Feb 10 - Feb 11
El Momo Cottages

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (79 reviews)
"Friendly Staff "
Canada
Trilochan
Saba Arawak Hotel

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.2 out of 10, Wonderful, (13 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is CA $170
CA $183 total
includes taxes & fees
Feb 20 - Feb 21
Talk of the Town Inn & Suites

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (56 reviews)
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is CA $258
CA $277 total
includes taxes & fees
Mar 6 - Mar 7
The Old Gin House

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (25 reviews)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very good, (1 review)
"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."
France
Valérie
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.
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Stay near popular Windward Side attractions

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.

The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

More cheap stays in Windward Side

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Oranjestad

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Scenery: Windward Side features breathtaking views of the Windward Shores and Windward Coast, perfect for relaxation.
  • Rich Cultural Experiences: Immerse yourself in the local history and vibrant culture through museums and art galleries.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, offering numerous activities amidst beautiful landscapes.
  • Diverse Accommodation: Enjoy a range of comfortable stays, from 3 to 3.5-star hotels to charming guesthouses.
  • Romantic Atmosphere: Experience the enchanting vibe of the area, especially around the scenic Windward Passage.

Find great hotels in Windward Side

In Windward Side, you'll discover a variety of comfortable hotel accommodations ranging from 3 to 3.5 stars, including both hotels and guesthouses. Whether you're seeking a business-friendly environment, an adventurous getaway, or pet-friendly options, this charming destination has something for everyone. Explore the hospitality of Windward Islands with numerous choices that cater to your vacation needs, making your stay both enjoyable and memorable.

  • Saba Arawak Hotel: Nestled in the heart of Windward Side, Saba Arawak Hotel offers a unique blend of adventure and business amenities, making it an ideal choice for both thrill-seekers and corporate travellers. This 3-star establishment features a variety of adventure sports activities, including nearby hiking, cave exploring, sailing, fishing, and snorkeling. Guests can unwind in comfortable accommodations while enjoying the convenience of business services offered on-site. The hotel's commitment to providing an adventurous yet professional atmosphere makes it a standout choice for diverse vacationers.
  • El Momo Cottages: For those seeking a more homey retreat, El Momo Cottages presents a charming guesthouse experience in Windward Side. This property is particularly welcoming to pet owners, as it allows pets on-site with a free pet policy. The inviting atmosphere and pet-friendly amenities ensure that you and your furry companions can enjoy a relaxing stay. With its quaint design and community feel, El Momo Cottages is perfect for travellers who appreciate nature and wish to explore the beautiful surroundings of Saba with their pets.
  • The Cottage Club Hotel: Offering a touch of luxury with its 3.5-star rating, The Cottage Club Hotel is an excellent choice for those seeking both comfort and entertainment. Situated in Windward Side, this hotel features modern amenities such as digital television for guests to enjoy. Visitors can relish the scenic views of the village and partake in various nearby activities. The Cottage Club Hotel seamlessly combines a cozy atmosphere with engaging entertainment options, making it a delightful base for exploring the wonders of Saba.

Where to stay in Windward Side

Windward Side, nestled in the picturesque Saba, offers an unforgettable vacation experience perfect for beach lovers and outdoor enthusiasts. Explore the stunning Windward Shores and the breathtaking Windward Coast, where relaxation and scenic views abound. Just a stone's throw away from the vibrant Windward Passage, visitors can immerse themselves in the area's rich history and romantic atmosphere. Whether seeking luxury or tranquility, Windward Side and its surrounding gems promise a memorable getaway.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that offers a delightful mix of outdoor activities and stunning beach scenery. This popular destination sees a seasonal influx of visitors, particularly from November to January. In Oranjestad, you can enjoy golf at local courses, relax at resorts, and explore nearby attractions like the history museum and picturesque beaches. The city's bay serves as a beautiful backdrop for various water sports, making it a perfect spot for both adventure and relaxation.
  • The Bottom: Just 1.6km away from Windward Side, The Bottom is a charming city that immerses visitors in local culture and outdoor experiences. It attracts travellers especially in January, April, and September. Here, you can partake in hiking adventures and enjoy golfing amidst breathtaking landscapes. The Bottom is home to a rich history, showcased in its museums, while its beaches and nearby mountains offer stunning vistas for nature enthusiasts. This city is a wonderful place to experience the heart of Saba's island life.
  • Upper Zion's Hill: Nestled within the area of Windward Side, Upper Zion's Hill is a quaint village known for its beautiful beaches, including a nudist beach that attracts those seeking a unique sunbathing experience. The village sees a moderate number of visitors throughout the year, with peaks in the winter months. Upper Zion's Hill is ideal for those looking to unwind by the sea and enjoy a more laid-back atmosphere while still being close to the vibrant activities of Windward Side. The tranquil charm of this village is perfect for relaxation and beach enjoyment.

Things to do in Windward Side

Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a range of activities. Visitors can enjoy hiking through scenic trails, diving, and scuba diving in crystal-clear waters. It's also a popular spot for windsurfing and day trips to explore the beautiful surroundings. This charming location promises a memorable vacation experience for all adventure seekers.

Booking tips and Expedia advantages for Windward Side

When visiting Windward Side, you can save money by taking advantage of free activities like Well's Bay Beach. The best time to visit for lower prices is from May to June and October, while booking your hotel about a month in advance can secure better deals. Look for last-minute offers on Expedia, especially on Mondays, the cheapest day to stay. Consider bundling your hotel, flights, and activities for added savings. Use Expedia’s tools to filter by budget and eco-friendly options for sustainable stays, ensuring you find great deals on accommodations.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward Side are May to June and October, where the prices are slightly lower. This is in comparison to February and November to December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Windward Side about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward Side is Monday. The most expensive day to stay in Windward Side is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results by price, starting with the most affordable hotels, allowing you to easily find the best deals. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your Windward Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Windward Side

Windward Side offers a fantastic vacation experience for beach lovers and outdoor enthusiasts alike, showcasing stunning scenery and rich culture. Explore local attractions such as history museums, mountains, and art galleries that cater to adventurers seeking unique experiences. Whether you're interested in the vibrant local culture or the breathtaking landscapes of the Windward Islands, you're sure to find plenty of activities to enjoy during your stay.

  • Dutch Museum of Saba: Immerse yourself in the rich history and culture of Saba at the Dutch Museum. This local gem showcases artifacts and exhibits that reflect the island's unique heritage, making it a perfect stop for culture enthusiasts.
  • Mt Scenery: Experience adventure and breathtaking views at Mt Scenery, located a mere 1.1km from Windward Side. The hike to the summit offers stunning panoramas and a chance to connect with nature, ideal for outdoor lovers.
  • Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio to witness the intricate craftsmanship of glass art. This gallery not only exhibits stunning pieces but also provides insight into the artistic process, enriching your cultural experience.

Best time to go to Windward Side

The best time to visit Windward Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windward Side falls in September, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Windward Side falls in March, visitor numbers are high and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March77.7°F (25.4°C)No Rain (Dry)Mostly SunnyHighAverage
April78.8°F (26.0°C)No Rain (Dry)Mostly SunnyHighAverage
May80.2°F (26.8°C)Light RainMostly CloudyHighSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageSlightly Low
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
October82.6°F (28.1°C)Light RainMostly CloudyLowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyLowSlightly High
December79.7°F (26.5°C)Light RainMostly SunnyLowSlightly High

The nearest major airports for your trip to Windward Side

To reach Windward Side, you can fly into Saba's Juancho E. Yrausquin Airport (SAB), located 1.6km away. Nearby hotel options include the 3.5-star Cottage Club Hotel and the 3-star Saba Arawak Hotel, both 1.6km from the airport. Alternatively, you can fly into F.D. Roosevelt Airport (EUX) in Oranjestad, 30.6km away. Recommended accommodations include the 4-star Golden Rock Dive And Nature Resort, 3.2km from the airport, and the 4-star Quill Gardens Boutique Hotel, 1.3km away. Many hotels offer convenient transportation services to and from both airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Windward Side?
The best area to stay in Windward Side is within the village itself, particularly around the central square and main road.

This charming village is the largest settlement on Saba and is known for its distinctive red-roofed cottages and narrow, winding streets. The main road, called "The Road," connects the various parts of the village, and the central square is a natural gathering point. You'll find a selection of shops, local eateries, and small hotels dotted throughout.

Couples looking for a peaceful and romantic escape will find Windward Side ideal. The village offers beautiful views of the surrounding mountains and the Caribbean Sea. You can enjoy quiet strolls along the footpaths, dine at intimate restaurants, and easily access hiking trails that lead to various viewpoints and natural pools.

For solo travellers seeking a relaxed and friendly environment, Windward Side provides a welcoming base. It's easy to meet locals and other travellers in the village's small bars and cafes.
What are the best hotels in Windward Side that travellers recommend?
For a highly recommended hotel in Windward Side, consider the Saba Arawak Hotel.

This 3-star hotel, with a very good 8.4 rating, is praised by guests for its quiet and spacious rooms. Its convenient location is set among mountains and offers ocean views. The hotel features an outdoor pool and a poolside restaurant, and guests frequently mention the delicious breakfast. Free and secured self-parking is also available.
What are the most romantic hotels in Windward Side for couples?
For a romantic stay in Windward Side for couples, the Saba Arawak Hotel is an excellent choice.

The 3-star Saba Arawak Hotel, with an 8.4 rating, offers a wonderful setting for couples. Guests frequently comment on the quiet and spacious rooms, and the convenient location is often praised. The friendly and helpful staff contribute to a pleasant stay. The hotel features a beautiful pool and offers a delicious breakfast. Many rooms include a furnished balcony and ocean views, great for enjoying the scenery. The hotel also provides free WiFi, a kitchen, and complimentary self-parking. It is conveniently located just 1.1 km from Mt Scenery, making it easy to explore the natural beauty of the area.
What hotels are near Saba (SAB-Juancho E. Yrausquin)?
For hotels near Saba (SAB-Juancho E. Yrausquin) airport, consider the Saba Arawak Hotel.

The 3-star Saba Arawak Hotel, with an 8.4 rating, is located just 2.3 kilometres from the airport, offering great convenience for travellers. Guests frequently mention the quiet and spacious rooms, and the friendly and helpful staff. The hotel provides free WiFi, a kitchen in the accommodations, and free toiletries. Guests also appreciate the delicious breakfast and the beautiful pool.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windward Side.
How can I save on a Windward Side hotel booking with Expedia?
Members always get our best prices. Find our best Windward Side hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Windward Side hotel?
Prices for hotels in Windward Side often vary, but you can find a great deal from CA $166 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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