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Windward Side Hotels

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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)
Nestled in Windward Side, this guesthouse offers a refreshing outdoor pool and on-site dining. Explore the nearby Dutch Museum and Saba Heritage Center, then unwind on the scenic terrace amid lush gardens.

"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is P8,216
P8,745 total
includes taxes & fees
Jan 25 - Jan 26
El Momo Cottages

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (75)
This business-friendly hotel in Windward Side offers free WiFi and convenient parking. Cool off in the outdoor pool and savor Caribbean dishes at Liam's Cuisine restaurant. Dutch Museum of Saba and Saba Heritage Center are just moments away.

"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 P59,148
P68,020 total
includes taxes & fees
Jan 8 - Jan 9
The Scenery Hotel Saba

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (12)
Discover this welcoming hotel with a sparkling outdoor pool in Oranjestad, just minutes from Government Guesthouse and Dutch Reformed Church. Enjoy free WiFi, parking, and relax in the lush garden and terrace.

"Great location, nice people, clean."
Netherlands
Nadine
The price is P10,006
P10,706 total
includes taxes & fees
Jan 9 - Jan 10
Talk of the Town Inn & Suites

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.2 out of 10, Very Good, (54)
Seaside serenity meets historic elegance at this Oranjestad retreat. Enjoy free breakfast while overlooking the bay, then cool off in the outdoor pool. With Fort Oranje and Lower Town Beach nearby, plus a restaurant and garden, this colonial gem offers the perfect Caribbean escape.

"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
United States
James
The price is P9,947
P10,643 total
includes taxes & fees
Jan 18 - Jan 19
The Old Gin House

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (23)
Just minutes from F.D. Roosevelt Airport, this boutique hotel offers an outdoor pool and garden terrace. Enjoy free breakfast, WiFi, and parking while exploring nearby Government Guesthouse and Dutch Reformed Church attractions.

"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
Located just minutes from Government Guesthouse, this cozy inn offers apartments with fully equipped kitchens and private balconies. Free WiFi and parking add convenience while the garden provides a peaceful retreat after exploring nearby Dutch Reformed Church.

"Great place lovely staff"
United States
Dameon
The price is P6,809
P7,558 total
includes taxes & fees
Jan 8 - Jan 9
Palm Spring Inn

Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1)
Enjoy a beachfront stay at this B&B featuring 2 restaurants and a welcoming bar/lounge. Located near Lower Town Beach and Fort Oranje, this retreat offers free WiFi and parking just 2 minutes from Roosevelt Airport.

"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 and breathtaking cliffside views, perfect for relaxation.
  • Outdoor Adventures: Engage in kite surfing, canoe tours, and hiking to immerse yourself in the area’s natural beauty.
  • Rich Cultural Experiences: Explore local museums, vibrant art galleries, and charming towns to appreciate the heritage.
  • Scenic Drives: Enjoy picturesque drives that reveal captivating landscapes and scenic vistas.
  • Welcoming Accommodations: Choose from charming hotels and cosy bed and breakfasts for a comfortable stay.

Find great hotels in and around Windward Side

Discover a delightful selection of accommodations in Windward Side, Saba, where you can find charming hotels and cosy bed and breakfasts. Whether you're seeking a pet-friendly getaway, a base for business travel, or a serene beachside retreat, the local hospitality caters to all. With friendly service, inviting cottage club hotels, and majestic lobbies, your stay promises to be both comfortable and memorable.

  • Saba Arawak Hotel: Nestled in the picturesque Windward Side, Saba Arawak Hotel is a 3-star lodging that caters to adventure-seeking travellers and business visitors alike. This hotel is a gateway to a myriad of exhilarating activities, including nearby sailing, fishing, hiking, biking, snorkelling, and cave exploring. Guests can enjoy a thrilling vacation filled with outdoor escapades while also benefiting from the hotel's essential amenities tailored for a comfortable stay.
  • El Momo Cottages: For those seeking a more intimate and pet-friendly experience, El Momo Cottages offers a charming guesthouse atmosphere in Windward Side. This unique accommodation allows pets on-site, ensuring that your furry companion can join in on the holiday fun. With a welcoming pet policy and amenities that include free pet permissions, this property is ideal for animal lovers looking for a cosy retreat amidst the stunning natural surroundings of Saba.
  • Talk of the Town Inn & Suites: Located 30.6km from Windward Side, Talk of the Town Inn & Suites is a 3-star establishment that prioritises guest comfort and satisfaction. This inn provides delightful dining options, including a daily breakfast for a small fee, ensuring that guests start their day off right. With a focus on quality service and a convenient location, this inn is a solid choice for those wishing to explore the broader region while enjoying a comfortable stay.

Where to stay near Windward Side

Windward Side offers a delightful blend of stunning scenery and outdoor adventures, perfect for a beach getaway. With its sandy beaches and breathtaking cliffside views, visitors can bask in the warm, sunny climate. Nearby, charming towns provide a historical and romantic atmosphere, ensuring a relaxing experience. Whether you're exploring the vibrant local culture or simply enjoying the picturesque landscape, Windward Side promises an unforgettable holiday for all types of travellers.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that entices visitors with its stunning beaches and outdoor experiences. Its allure peaks during January to February and November, drawing in tourists eager for beautiful scenery and recreational activities. Golf enthusiasts will appreciate the local golf courses, while those seeking relaxation can enjoy luxurious resorts. Notable attractions include the beach, a history museum that offers a glimpse into the island's past, and the picturesque bay, perfect for a leisurely stroll or a sunset view.
  • The Bottom: Just 1.6km from Windward Side, The Bottom is a charming city known for its scenic landscapes and welcoming atmosphere. It experiences moderate seasonal visitor numbers, with peaks in January, April, and September. Here, outdoor enthusiasts can partake in hiking adventures or enjoy a day at the beach. The town's highlights include a lovely bay and a nudist beach, appealing to those looking for a unique sunbathing experience. The Bottom's close-knit community vibe and breathtaking views make it a delightful stop on your holiday.
  • Hell's Gate: Situated only 1.4km away from Windward Side, Hell's Gate offers a tranquil escape for beach lovers. The city is renowned for its natural beauty, attracting visitors year-round, particularly in January to February and November. With its stunning beaches and picturesque nature spots, it’s the ideal place to unwind and soak up the sun. Spend your day lounging on the beach or exploring the surrounding natural landscapes, making Hell's Gate a must-visit for those seeking both relaxation and adventure.

Things to do in Windward Side

Windward Side is ideal for those seeking a blend of beach relaxation and outdoor adventure. Visitors can enjoy a variety of activities, from kite surfing and canoe tours to island hopping and day snorkelling. The breathtaking scenery is complemented by scenic drives, making it a perfect destination for exploration and education. Hiking enthusiasts will also find ample opportunities to immerse themselves in the stunning natural beauty of the area.

Shopping

The Windward Side offers quaint shops featuring local crafts and souvenirs, perfect for gifts. If you're up for a drive, visit the nearby Philipsburg where you can explore larger shopping malls with a variety of international brands and local boutiques, showcasing unique Saban and Caribbean items.

Recreation

Experience the serene atmosphere at The Saba Spa, where you can indulge in rejuvenating massages and holistic treatments. For a touch of nature, embark on a guided hike through lush trails, immersing yourself in the island's stunning landscapes and vibrant flora.

Adventure

In Windward Side, explore the lush trails of Mount Scenery, the highest point in Saba, offering breathtaking views. Dive into the crystal-clear waters at the local dive sites, teeming with vibrant marine life, or enjoy a thrilling hike through the tropical rainforest, immersing yourself in nature's beauty.

Nightlife

In Windward Side, the vibrant nightlife is centred around lively bars like The Bottom, where locals and visitors mingle over cocktails and live music. For a more relaxed vibe, the Saba Spice offers a charming atmosphere with delicious food and occasional entertainment, making it a delightful evening destination.

*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 visit to Windward Side, consider travelling in May or September to October when accommodation prices are lower. Booking your hotel about a month in advance often yields the best rates, but check for last-minute deals on Expedia. Thursdays are the cheapest days to stay, while Tuesdays tend to be the most expensive. Utilise Expedia’s tools to filter for budget-friendly, eco-certified hotels. Additionally, consider combining your hotel, flights, and activities in a package for further savings. Exploring local attractions on foot or using public transport can also help minimise 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: 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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of hotel you wish to stay in. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings 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 is ideal for a beach and outdoor getaway, offering captivating scenery and cultural experiences. Visitors can explore various points of interest, including museums showcasing local history, stunning mountains, and vibrant art galleries. Whether you're seeking adventure or a deeper understanding of the area’s heritage, Windward Side promises a memorable holiday filled with diverse attractions.

  • Saba Heritage Center: Immerse yourself in the rich history and culture of Saba at the Saba Heritage Center. This museum offers fascinating exhibits that showcase the island's unique heritage and traditions, making it a perfect starting point for understanding the local way of life.
  • Mt Scenery: A short 1.1km hike from Windward Side, Mt Scenery boasts breathtaking views and lush landscapes. This outdoor adventure invites you to explore diverse flora and fauna while providing a thrilling experience for nature enthusiasts and hikers alike.
  • Jo Bean Glass Art Studio: Located within Windward Side, Jo Bean Glass Art Studio is a gallery that showcases stunning glass artwork. Here, you can witness the artistry and craftsmanship involved in glassblowing, and perhaps even take home a unique piece of Saba's culture.

Best time to go to Windward Side

The best time to visit Windward Side is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. March is its coolest month on average. At this time, 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, you can fly into Saba (SAB-Juancho E. Yrausquin), located 1.6km away. Nearby accommodation options include the 3-star Saba Arawak Hotel and the 3.5-star Cottage Club Hotel, both within 1.6km of the airport. El Momo Cottages, a guesthouse, is also conveniently located 1.6km from Saba. Alternatively, you can fly into Oranjestad (EUX-F.D. Roosevelt), situated 30.6km from Windward Side. Good hotels in this area include the 4-star Golden Rock Dive and Nature Resort, offering free airport transfers, and the 3-star Talk of the Town Inn & Suites, just 322m away from the airport.

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.
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 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 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.