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Find hotels in Windward Side from NT$4,026

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Our top choices for Windward Side hotels

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (74)
"Room was clean, great friendly staff especially Ahmad who welcomes everyone with big smile and is very helpful "
United States
shahzad
Saba Arawak Hotel

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (22)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very Good, (54)
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
United States
James
The price is NT$5,676
NT$6,074 total
includes taxes & fees
Dec 27 - Dec 28
The Old Gin House

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12)
"pleasant & enjoyable, clean."
United States
Donovan
The price is NT$3,998
NT$4,278 total
includes taxes & fees
Dec 20 - Dec 21
Talk of the Town Inn & Suites

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
United States
Dameon
The price is NT$3,627
NT$4,026 total
includes taxes & fees
Dec 27 - Dec 28
Palm Spring Inn

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1)
"Ce n’est pas un hĂŽtel, comme indiquĂ© sur ExpĂ©dia : pas de rĂ©ception, pas de piscine, mais une simple maison. La propriĂ©taire a « manquĂ© notre rĂ©servation » : donc logement pas prĂ©parĂ© Ă  notre arrivĂ©e. Puis elle parle de vĂ©rifier si nous avons rĂ©servĂ© la formule avec petit dĂ©jeuner, alors qu’Expedia affiche que le petit dĂ©jeuner est compris
 A noter aussi que la terrasse devant la maison ( cĂŽtĂ© 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

Colorful 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

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Beaches: Windward Side boasts beautiful sandy beaches, ideal for relaxation and sunbathing.
  • Outdoor Adventures: Engage in exciting activities like kite surfing, canoe tours, and snorkeling to explore the underwater world.
  • Scenic Drives: Enjoy breathtaking views of the surrounding landscapes on scenic drives throughout the area.
  • Cultural Experiences: Discover local galleries, historical museums, and charming streets showcasing rich architectural heritage.
  • Luxurious Accommodations: Choose from cozy bed & breakfasts to full-service hotels, ensuring a memorable stay.

Find great hotels in and around Windward Side

Discover the charm of Windward Side, where a variety of accommodations await to meet your needs. Whether you're seeking a cozy bed & breakfast or a full-service hotel, you'll find options perfect for beach lovers, business travelers, and those looking for a winery-themed getaway. Enjoy the inviting atmosphere, featuring club hotels and cottage club options, all complemented by a majestic lobby and a friendly interface to ensure a memorable stay.

  • El Momo Cottages: Nestled in the scenic surroundings of Windward Side, El Momo Cottages offers a cozy guesthouse experience perfect for pet lovers. This charming property allows pets, making it an ideal choice for travelers who want to bring their furry friends along. With a friendly atmosphere, guests can enjoy comfortable accommodations while exploring the beautiful island. The property’s pet-friendly policies and amenities ensure a hassle-free stay for both you and your pets, allowing you to create unforgettable vacation memories together.
  • Talk of the Town Inn & Suites: Located 30.6km from Windward Side, Talk of the Town Inn & Suites promises a delightful stay with its convenient services and comfortable atmosphere. This 3-star hotel is well-rated for its dining options, including breakfast available for an additional fee for children and adults alike. Whether you're in the area for business or leisure, this hotel provides a welcoming experience with essential amenities that cater to your needs, ensuring a pleasant stay during your time on the island.
  • Saba Arawak Hotel: Situated in the heart of Windward Side, the Saba Arawak Hotel is an excellent choice for adventure seekers and business travelers alike. This 3-star accommodation offers a variety of exciting recreational activities both onsite and nearby, including cave exploring, fishing, snorkeling, sailing, and hiking. With its focus on adventure and exploration, guests can immerse themselves in the natural beauty of Saba while enjoying comfortable lodging. The hotel combines convenience with adventure, making it a perfect base for your explorations.

Where to stay near Windward Side

Windward Side offers a perfect blend of sandy beaches, breathtaking cliffside views, and a warm, sunny climate that beckons travelers year-round. Explore the charming streets lined with historical architecture, or unwind at luxurious resorts with romantic atmospheres. The area’s changeable weather adds an element of surprise, making each day an adventure. Don't miss out on stunning sunsets that paint the sky with vibrant hues, creating unforgettable memories during your vacation in this scenic paradise.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that offers a delightful blend of beach and outdoor experiences. Visitors flock here for its stunning scenery and engaging activities. The city features a range of popular venues, including golf courses and luxurious resorts, making it a perfect getaway for relaxation and recreation. Key attractions include the beautiful beaches and the intriguing history museum, offering a glimpse into the local culture. The bustling bay area adds to the charm, making Oranjestad a must-visit destination during your vacation.
  • The Bottom: Just 1.6km away from Windward Side, The Bottom is a charming city that boasts a mix of beach, outdoor, and scenic experiences. This locale sees moderate seasonal visitor traffic, with peaks in January, April, and September. Outdoor enthusiasts can take advantage of the local golf course and hiking trails, while the nearby nudist beach offers a unique experience for adventurous travelers. The picturesque bay and sandy beaches further enhance The Bottom's appeal, making it an ideal spot for relaxation and exploration.
  • Hell's Gate: Located a mere 1.4km from Windward Side, Hell's Gate is a quaint city known for its serene beaches and natural beauty. Though visitor numbers remain steady throughout the year, the peak seasons in January to February and November attract those eager to soak up the sun. The stunning beach and surrounding nature provide a tranquil escape for tourists seeking relaxation. Whether you're lounging by the shore or exploring the lush landscapes, Hell's Gate offers a peaceful retreat that's close to Windward Side.

Things to do in Windward Side

Windward Side is a perfect destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of activities. Visitors can enjoy kite surfing, canoe tours, and island hopping. For those looking to explore the underwater world, day snorkeling is a must. Scenic drives also provide breathtaking views of the surrounding landscapes, making Windward Side an ideal spot for an unforgettable vacation experience.

Shopping

In Windward Side, enjoy local shops like The Saba Coffee Shop for unique souvenirs and Island Essence for handcrafted items. If you're up for a drive, visit the Saba Tourist Bureau, located 16.1km away, for local crafts and gifts that capture the island's charm.

Recreation

In Windward Side, experience rejuvenation at the Saba Island Spa, where you can indulge in holistic treatments surrounded by lush landscapes. Engage in yoga sessions at the island's serene beaches, or explore hiking trails that offer breathtaking views, perfect for connecting with nature and enhancing your well-being.

Adventure

In Windward Side, hike the scenic Mount Scenery for breathtaking views and diverse flora. Explore the charming village, where you can experience local culture and cuisine. Enjoy snorkeling at the pristine beaches, where vibrant marine life awaits beneath the crystal-clear waters.

Nightlife

The nightlife in Windward Side is vibrant and inviting. Enjoy cocktails at the cozy Scout's Place, or unwind at the lively Saba Islander, where local music fills the air. For a more relaxed vibe, visit the charming Windwardside Café, perfect for mingling with locals and fellow travelers.

*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 money during your trip to Windward Side, consider visiting in May or September to October when prices are lower. Book your hotel about a month in advance, and check Expedia for last-minute deals. Thursdays tend to be the least expensive days to stay, while Tuesdays are the most costly. Use Expedia’s search tool to filter by budget and location, and consider bundling your hotel with flights and activities for additional savings. Take advantage of free activities and explore the area on foot to keep costs down.

  • 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: The cheapest time to book a hotel in Windward Side is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 Tuesday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on the Windward Side with your flights and activities through an Expedia package.

Find the best attractions in and around Windward Side

Windward Side offers a perfect blend of beach relaxation, stunning scenery, and outdoor adventures. Visitors can explore a variety of attractions, including historical museums, breathtaking mountains, and local galleries. This vibrant area caters to travelers seeking immersive cultural experiences and beautiful landscapes, making it an ideal destination for an unforgettable vacation.

  • Saba Heritage Center: Immerse yourself in the rich culture and history of Saba at the Saba Heritage Center. This museum showcases the island's unique traditions, artifacts, and stories, providing a fascinating glimpse into the local way of life.
  • Mt Scenery: Embark on an adventure to Mt Scenery, the highest point in Saba, located just 1.1km from Windward Side. Enjoy breathtaking panoramic views and lush landscapes as you hike through its scenic trails, perfect for outdoor enthusiasts.
  • Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio to experience the beauty of handcrafted glass art. This gallery features stunning pieces created by local artisans, offering a unique cultural experience and the opportunity to purchase one-of-a-kind souvenirs.

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

Traveling to Windward Side, Saba, is convenient with two major airports nearby. Saba (SAB-Juancho E. Yrausquin) is located 1.6km away, with excellent accommodations such as The Cottage Club Hotel and Saba Arawak Hotel, both 1.6km from the airport. El Momo Cottages is another option within the same distance. Alternatively, Oranjestad (EUX-F.D. Roosevelt) is 30.6km from Windward Side, offering hotels like Golden Rock Dive And Nature Resort, 3.2km away, and Quill Gardens Boutique Hotel, 1.3km away. Talk of the Town Inn & Suites is also close, at 322m. Transportation services are available, including 24-hour shuttles from these hotels.

Frequently asked questions

Where is the best place for a stay in Windward Side?
El Momo Cottages is ranked highly by Expedia customers. This guesthouse offers a restaurant and an outdoor pool. Another top choice for your stay based on reviews is Saba Arawak Hotel. 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, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
Where can I learn more about changing or cancelling my trip to Windward Side?
For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Windward Side?
El Momo Cottages is a top guesthouse for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What's the best hotel to stay near Dutch Museum of Saba?
Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. El Momo Cottages and The Cottage Club Hotel are a couple of other choices with an onsite 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.
What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?
El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.
What's it like 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 10 hotels and other accommodations to choose from. Find out more about Windward Side.
What should I see while I'm in Windward Side?
Cultural venues include Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum. A couple of additional sights to add to your agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.
What's the seasonal weather like in Windward Side?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.