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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, (75)
"Room was clean, great friendly staff especially Ahmad who welcomes everyone with big smile and is very helpful "
United States
shahzad
Saba Arawak Hotel

The Scenery Hotel Saba

The Scenery Hotel Saba
2.0 star property
Windward Side
The price is SAR 3,288
SAR 3,793 total
includes taxes & fees
6 Jan - 7 Jan
The Scenery Hotel Saba

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is SAR 454
SAR 487 total
includes taxes & fees
25 Jan - 26 Jan
El Momo Cottages

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 SAR 623
SAR 666 total
includes taxes & fees
20 Jan - 21 Jan
The Old Gin House

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (23)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12)
"Great location, nice people, clean."
Netherlands
Nadine
The price is SAR 618
SAR 662 total
includes taxes & fees
10 Jan - 11 Jan
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 SAR 431
SAR 479 total
includes taxes & fees
6 Jan - 7 Jan
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

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

Hotels in Windward Side with star-rating

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Scenery: Windward Side features breathtaking views, from sandy beaches to impressive cliffside landscapes.
  • Outdoor Adventures: Visitors can enjoy a range of activities like hiking, kite surfing, and snorkeling in vibrant waters.
  • Cultural Experiences: Explore local history museums, art galleries, and the rich heritage of the area.
  • Relaxing Atmosphere: Ideal for romantic getaways and luxurious retreats, offering a calm and inviting environment.
  • Diverse Accommodations: Choose from charming bed & breakfasts to comfortable hotels tailored to various preferences.

Find great hotels in and around Windward Side

Discover a range of delightful accommodations in Windward Side, Saba, from charming bed & breakfasts to comfortable hotels. Whether you're seeking a beach getaway, a business-friendly environment, or a unique winery-themed vacation, you'll find a variety of options tailored to your needs. Look forward to staying in places with majestic lobbies, friendly service, and the cozy atmosphere of cottage club hotels that promise a memorable experience.

  • Saba Arawak Hotel: Embrace adventure and business in the heart of Windward Side at Saba Arawak Hotel. This 3-star hotel is perfect for those looking to combine work and play in a stunning natural setting. With a variety of adventure sports available both onsite and nearby, guests can indulge in exciting activities such as cave exploring, fishing, hiking, snorkeling, and sailing. The hotel offers comfortable accommodations designed for both the business traveler and the adventure seeker, making it an ideal choice for a memorable getaway.
  • The Old Gin House: Experience the laid-back beach lifestyle at The Old Gin House, located 30.6km from Windward Side. This charming 3-star hotel offers direct access to the beach, making it a perfect retreat for those seeking sun, sand, and sea. Guests can enjoy the soothing sounds of the waves while relaxing in a cozy atmosphere that highlights the beauty of the Caribbean. With its emphasis on beach vacations, The Old Gin House is a fantastic choice for travelers looking to unwind in a picturesque coastal setting.
  • El Momo Cottages: For pet lovers seeking a unique getaway, El Momo Cottages in Windward Side is the perfect guesthouse. This cozy lodging option offers a welcoming environment for both guests and their furry friends, with a pet-friendly policy that allows pets onsite. The cottages provide a comfortable and relaxed atmosphere, ideal for those looking to enjoy nature and explore the beautiful surroundings with their pets. El Momo Cottages stands out as a friendly and accommodating choice for travelers who want to bring their pets along on their vacation.

Where to stay near Windward Side

Windward Side offers a perfect blend of scenic beauty and outdoor adventures. Visitors can unwind on sandy beaches basking in the warm sun or take in breathtaking cliffside views. The area boasts a relaxing atmosphere, ideal for romantic getaways or luxurious retreats. Explore nearby neighborhoods to soak in the rich history and enjoy the changeable weather that adds to the charm of this stunning destination. Whether hiking or lounging, Windward Side promises an unforgettable experience.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that attracts visitors year-round with its beautiful beaches and rich cultural experiences. The peak travel seasons in January to February and November see an influx of tourists eager to explore its resorts and golf courses. For outdoor enthusiasts, the city's stunning beaches and a renowned history museum are must-visit attractions. Oranjestad offers a perfect blend of relaxation and exploration, making it a delightful stop on your vacation.
  • The Bottom: Situated just 1.6km from Windward Side, The Bottom is the capital of Saba and a charming city that offers a unique blend of outdoor activities and scenic views. The visitor numbers peak in January, April, and September, attracting those looking for a beach getaway and hiking adventures. Popular local activities include golfing and exploring its picturesque surroundings. Notable landmarks include beautiful beaches and a nudist beach, offering a varied experience for every traveler.
  • Hell's Gate: A mere 1.4km from Windward Side, Hell's Gate is a quaint city known for its stunning natural landscapes. The travel experience here is relatively consistent throughout the year, with peaks in January to February and November. Visitors flock to Hell's Gate for its inviting beaches and nature-centric activities. The close proximity to serene beaches makes it an ideal spot for relaxation and enjoying the natural beauty of Saba.

Things to do in Windward Side

Windward Side offers a perfect blend of beach and outdoor activities for an unforgettable vacation. Enjoy educational experiences, hike through stunning scenery, or dive into vibrant underwater landscapes. Thrill-seekers can try kite surfing, while those looking for relaxation can embark on canoe tours, explore nearby islands, or go day snorkeling. Don't miss the chance to take scenic drives, soaking in the breathtaking views along the way.

Shopping

In Windward Side, you can explore local shops like The Saba Gift Shop for unique souvenirs and handcrafted items. If you're up for a drive, check out the larger stores in Philipsburg, offering a wider selection of gifts and local art.

Recreation

At the Zen Garden Spa, indulge in rejuvenating treatments surrounded by lush tropical plants. After your session, explore the nearby hiking trails, where you can immerse yourself in nature and enjoy the stunning views of the island, ensuring a perfect blend of relaxation and adventure.

Adventure

In Windward Side, explore the breathtaking hiking trails of Mount Scenery, the highest point in Saba, offering panoramic views. Dive in the crystal-clear waters at the nearby reefs, teeming with vibrant marine life, or enjoy a thrilling boat tour around the island's stunning coastline.

Nightlife

In Windward Side, enjoy the lively atmosphere at The Bottom's local bars, where you can sip tropical cocktails and mingle with friendly locals. Don't miss the vibrant music scene at local venues that feature live bands, creating an unforgettable nightlife experience on this charming island.

*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 on your trip to Windward Side, consider visiting during the off-peak months of May and September to October, when prices are lower. Book your hotel about a month in advance, ideally for a Thursday stay, as it’s the least expensive day. Use Expedia’s search tool to filter by budget, and consider bundling your hotel, flights, and activities for additional savings. Look for last-minute deals labeled in green for spontaneous bookings, and always sort options from lowest to highest price to find the best deals.

  • 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 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 arrange the price filter from lowest to highest.
  • 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 and around Windward Side

Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can explore a variety of attractions, including local history museums, beautiful mountains, and art galleries. Whether you're seeking adventure or a relaxing getaway, Windward Side provides a perfect blend of culture and nature, ensuring an unforgettable vacation.

  • Saba Heritage Center: Immerse yourself in the rich history and culture of Saba at this engaging history museum. Featuring exhibits that showcase the island’s heritage, it provides a fascinating glimpse into the local traditions and stories that shape this unique community.
  • Mt Scenery: Venture to the highest point in Saba, located just 1.1km from Windward Side. This mountain offers adventurous hiking trails and breathtaking views, making it perfect for outdoor enthusiasts and nature lovers alike.
  • Jo Bean Glass Art Studio: Discover the beauty of glass art at this charming gallery. Jo Bean’s unique creations reflect the local culture, and you can even watch the artist at work, making for a memorable and artistic 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.

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 the nearby airports. Saba (SAB-Juancho E. Yrausquin) is located 1.6km away, with excellent hotel options like The Cottage Club Hotel and Saba Arawak Hotel, both 1.6km from the airport. El Momo Cottages, a guesthouse, is also nearby. Alternatively, Oranjestad (EUX-F.D. Roosevelt) is 30.6km away, offering hotels such as the 4-star Golden Rock Dive And Nature Resort and Quill Gardens Boutique Hotel, which is 1.3km from the airport. The Talk of the Town Inn & Suites is a 3-star hotel just 322m away, with various transportation services available for easy access to both airports.

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.
What are some of the best vacation rentals in Windward Side?
Home a way from home in the Unspoiled queen of the Caribbean.: Visitors give good reviews to this Windward Side vacation home rental, which is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. See all 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 Flamboyant Cottage - Spectacular View & Pool 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 Saba Heritage Center, Dutch Museum of Saba, 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.

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