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Windward Side Hotels

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Top 10 trending Windward Side hotels

Our top choices for Windward Side hotels

Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very good, (65)
"The staffs where very helpful and answers questions respectfully."
Saba Arawak Hotel

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (10)
"Great location, nice people, clean."
The price is €89
includes taxes & fees
31 Aug - 1 Sept
Talk of the Town Inn & Suites

Palm Spring Inn

3.0 star property
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
The price is €109
includes taxes & fees
31 Aug - 1 Sept
Palm Spring Inn

Quill Gardens Boutique Hotel

4.0 star property
9.6 out of 10, Exceptional, (21)
"Lovely place and surroundings, big room, good service"
Quill Gardens Boutique Hotel

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very good, (1)
"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."
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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Check out hotels with an ocean view in Windward Side

Hotels with a pool in Windward Side you'll enjoy

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.

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.

Photo by Meghan Watters
Open Photo by Meghan Watters

Top Windward Side Hotel Reviews

Find out more about Windward Side

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Natural Landscapes: Windward Side boasts breathtaking scenery, including majestic mountains and serene empty beaches along the east coast.
  • Outdoor Adventures: Visitors can enjoy hiking through lush landscapes, diving vibrant coral reefs, and even horseback riding for unique views.
  • Cultural Exploration: Explore historical museums and vibrant galleries that showcase the rich local culture and heritage.
  • Tranquil Atmosphere: The romantic vibes and historical charm make it an ideal destination for a relaxing getaway.
  • Variety of Accommodations: Choose from charming hotels and cosy bed & breakfasts tailored to suit every traveller's needs.

Find great hotels in and around Windward Side

Discover a range of delightful accommodations in Windward Side, Saba, where you can choose from charming hotels and cosy bed & breakfasts. Whether you seek a relaxing beach escape, a business-focused stay, or an adventure-filled holiday, you'll find a variety of options tailored to suit your needs. Enjoy the warm hospitality and unique experiences this picturesque destination has to offer.

  • Saba Arawak Hotel: Nestled in the heart of Windward Side, Saba Arawak Hotel is a 3-star haven for adventure seekers and business travellers alike. The hotel features a range of facilities tailored for corporate guests, ensuring a productive stay. For those looking to explore the island, guests can indulge in various adventure sports such as snorkelling, sailing, cave exploring, and hiking, all available nearby. With its blend of professional services and recreational activities, Saba Arawak Hotel offers a dynamic stay for the modern traveller.
  • The Old Gin House: Located a mere 30.6km from Windward Side, The Old Gin House is a charming 3-star property that promises a relaxing beach getaway. With direct access to the pristine beach, guests can easily immerse themselves in sun-soaked days and the soothing sounds of the ocean. This hotel is perfect for those yearning for a leisurely escape, where the focus is on seaside relaxation and enjoyment of the coastal lifestyle. Its inviting atmosphere makes it a great choice for beach enthusiasts.
  • El Momo Cottages: Situated in Windward Side, El Momo Cottages offers a unique guesthouse experience, particularly for pet owners seeking a friendly retreat. This property welcomes pets, allowing guests to enjoy their holiday alongside their furry companions. With a pet-friendly policy, visitors can rest easy knowing their pets are accommodated without extra fees. The cottages provide a homely atmosphere, making it an ideal choice for families and pet lovers who desire a comfortable and inclusive stay.

Where to stay in and around Windward Side

Windward Side promises a captivating blend of natural beauty and tranquillity for visitors. Explore the serene empty beaches along the east coast, or marvel at the stunning scenery from the backside of Catalina. For those seeking adventure, the deep valleys and diverse landscapes offer picturesque hiking opportunities. The atmosphere is a delightful mix of historical charm and romantic vibes, making it an ideal destination for a relaxing getaway in Saba.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad beckons with its vibrant outdoor experiences and stunning beaches. This charming city sees a moderate influx of visitors, particularly from November to January. Travellers can indulge in a range of activities, from relaxing at luxurious resorts to enjoying a round of golf at well-maintained courses. The local attractions include a fascinating history museum, picturesque beaches, and a serene bay that offers a perfect backdrop for leisurely strolls or sunbathing.
  • The Bottom: Just 1.6km away from Windward Side, The Bottom presents an inviting blend of outdoor adventures and cultural experiences. This city attracts visitors mostly in January, April, and September. Here, you can explore the natural beauty through hiking trails or play golf while soaking in the stunning landscapes. Must-see landmarks include a local beach, a captivating history museum, and the majestic mountains that surround the area, making it an ideal destination for both relaxation and exploration.
  • Upper Zion's Hill: Nestled within the vicinity of Windward Side, Upper Zion's Hill is a quaint village perfect for those seeking a relaxed beach experience. With a moderate flow of visitors, particularly from November to January, this area is known for its beautiful beaches, including a nudist beach that attracts sun-seekers looking for a unique experience. The peaceful atmosphere and stunning coastal views make it a great spot to unwind and enjoy the natural beauty of the island.

Things to do in Windward Side

Windward Side is an idyllic destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of activities. Visitors can enjoy hiking through lush landscapes, diving into vibrant coral reefs, and exploring the underwater world through scuba diving. For a unique experience, horseback riding is also available, allowing you to take in the breathtaking views from a different perspective. Windward Side truly caters to those seeking adventure and natural beauty.

Shopping

In Windward Side, explore local shops like The Blue Bead for unique souvenirs and Saba Spice for local delicacies. For a broader shopping experience, head to The Bottom, where you can find more boutiques and markets, if you’re up for a drive.

Recreation

Experience the tranquil ambiance of The Cottage Club, where you can indulge in rejuvenating spa treatments and yoga sessions surrounded by lush greenery. Enjoy guided nature walks that showcase Saba's stunning landscapes, providing both relaxation and a chance to connect with nature.

Adventure

The Windward Side offers thrilling hiking experiences on Mount Scenery, where you can explore lush rainforests and enjoy breathtaking views. For diving enthusiasts, the nearby coral reefs provide vibrant marine life, while the local cuisine and warm hospitality complete your adventurous getaway.

Nightlife

The nightlife in Windward Side offers a charming blend of relaxation and entertainment. Enjoy a laid-back evening at the local bars, such as The Bottom, where you can sip on tropical cocktails while soaking in the vibrant atmosphere. For live music, head to The Gatehouse, a popular spot among locals and visitors alike.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windward Side

To save on your trip to Windward Side, consider visiting during the cheaper months of May and September to October. Booking your hotel about a month in advance can secure better rates, and Thursdays typically offer the lowest prices. Use Expedia's search tool to filter for eco-friendly options, and sort by price to find the best deals. For spontaneous travellers, check last-minute deals, and consider bundling your hotel, flights, and activities for additional savings. Also, utilise public transport where possible to further reduce costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward Side are May and September to 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 Thursday. The most expensive day to stay in Windward Side is Wednesday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You could potentially save money by combining your hotel booking on the Windward Side with your flights and activities through an Expedia package.

Find the best attractions in and around Windward Side

Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a range of attractions. Visitors can explore historical museums, majestic mountains, and vibrant galleries that showcase the local culture. Whether you're seeking adventure or a deeper cultural experience, Windward Side promises to delight every traveller with its unique offerings.

  • Saba Heritage Center: Immerse yourself in the rich cultural history of Saba at this engaging museum. Explore exhibits that showcase the island's heritage, traditions, and the vibrant community spirit that defines Saba.
  • Mt Scenery: Embark on an adventurous hike to the highest point in Saba, located merely 1.1km from Windward Side. Experience breathtaking views and lush landscapes that make this outdoor adventure truly unforgettable.
  • Jo Bean Glass Art Studio: Visit this charming gallery in Windward Side, where you can admire and purchase stunning glass art pieces. Engage with local artisans and discover the intricate craftsmanship behind each unique creation.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnyAverageAverage
February77.9°F (25.5°C)No RainMostly SunnyAverageSlightly High
March77.7°F (25.4°C)No RainMostly SunnyHighAverage
April78.8°F (26.0°C)No RainMostly SunnyHighAverage
May80.2°F (26.8°C)Light RainMostly CloudyHighSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
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 SunnyAverageSlightly Low
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, Saba, the closest airport is Juancho E. Yrausquin Airport (SAB), situated 1.6km away. Nearby accommodation options include the 3.5-star Cottage Club Hotel and the 3-star Saba Arawak Hotel, both conveniently located 1.6km from the airport. Alternatively, you can fly into F.D. Roosevelt Airport (EUX) in Oranjestad, which is 30.6km away. Excellent hotel choices near this airport include the 4-star Golden Rock Dive and Nature Resort, 3.2km away, and the 4-star Quill Gardens Boutique Hotel, located 1.3km from the airport. Various transportation services are available for easy access from these hotels to the airports.

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 The Cottage Club Hotel. See all available top hotels, or vacation rentals in Windward Side.

What are some of the best holiday rentals that Windward Side has to offer?

Beautiful Traditional Saba Cottage With all the Modern Amenities: This highly rated holiday home rental in Windward Side is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. Another good choice for your trip to Windward Side is Home a way from home in the Unspoiled queen of the Caribbean.. See all 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. Another option that features an on-site pool is El Momo Cottages. View all hotels with pools 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 Saba Heritage Center, Dutch Museum of Saba and Harry L Johnson Museum. 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.