Find hotels in Windward Side from £90

Top reasons to visit Windward Side

• Stunning Beaches: Windward Side features beautiful beaches like Whipsiderry Beach, perfect for relaxation and scenic views.
• Outdoor Adventures: The area offers a range of activities including hiking and scuba diving, ideal for adventure seekers.
• Cultural Exploration: Visitors can explore historical museums and local galleries, showcasing rich cultural heritage.
• Luxurious Accommodations: Enjoy a range of delightful hotels and bed & breakfasts that ensure a comfortable stay.
• Romantic Atmosphere: Windward Side's charm and tranquillity make it a perfect destination for couples.

Find great hotels in and around Windward Side

Discover the charm of Windward Side with a selection of delightful hotels and bed & breakfasts, perfect for every type of traveller. Whether you seek a relaxing beach getaway or a business-themed retreat, you'll find top-notch accommodations that cater to your needs. From the renowned Windward Hotel to other star-rated options, enjoy comfortable bedrooms and exceptional services amidst stunning surroundings.

• Saba Arawak Hotel: Embrace adventure and business at Saba Arawak Hotel, a charming 3-star property located in the heart of Windward Side. Ideal for those seeking an active getaway, this hotel offers a plethora of adventure sports and recreational activities both onsite and nearby, including fishing, cave exploring, snorkelling, and hiking. The hotel also caters to business travellers with tailored services and facilities, ensuring a productive stay. Guests can unwind in comfortable accommodations designed to reflect the spirit of Saba, making it a perfect choice for those looking to blend work with play.
• The Old Gin House: Escape to The Old Gin House, a delightful 3-star hotel located 11.8km from Windward Side, perfect for beach lovers. This charming establishment boasts direct access to the pristine beach, allowing guests to soak up the sun and enjoy the tranquil sea breeze at their leisure. The Old Gin House combines historical allure with modern comforts, offering a unique atmosphere that makes it an ideal retreat for those seeking relaxation amidst stunning coastal views. Enjoy leisurely strolls on the beach or simply unwind in the inviting surroundings, making this hotel a top choice for a peaceful seaside vacation.
• El Momo Cottages: Experience a home away from home at El Momo Cottages, a welcoming guesthouse situated in Windward Side. Perfect for pet owners, this property allows pets onsite, making it an excellent choice for those who wish to travel with their furry friends. El Momo Cottages offers a relaxed atmosphere with comfortable accommodations, ensuring that both you and your pets feel at ease during your stay. With its friendly service and pet-friendly policies, this guesthouse is a wonderful option for travellers seeking a laid-back getaway with their beloved companions.

Where to stay in and around Windward Side

Windward Side offers a delightful blend of scenic beauty and outdoor adventures. Visitors can explore the charming surroundings, indulging in the tranquillity of Whipsiderry Beach or enjoying the rich history of nearby towns. Luxurious resorts and spacious accommodations ensure a comfortable stay, while the area's romantic atmosphere makes it perfect for couples. Whether you seek relaxation or exciting excursions, Windward Side promises an unforgettable Caribbean experience.

• Oranjestad: Situated 11.8km from Windward Side, Oranjestad is a vibrant city that offers a delightful blend of natural beauty and cultural experiences. Known for its outdoor activities and stunning beach scenery, visitors flock to this destination, especially from November to January when the weather is at its finest. In Oranjestad, you can indulge in a round of golf at its scenic courses, relax on pristine beaches, or explore the local history museum. The picturesque bay provides a perfect backdrop for leisurely strolls, making it a fantastic spot for both adventure and relaxation.
• The Bottom: Located a mere mile from Windward Side, The Bottom is a charming city steeped in culture and outdoor adventure. This area is particularly popular during January, April, and September, drawing travellers eager to explore its beaches and hiking trails. With easy access to golf courses and a vibrant history museum, The Bottom is a great base for those who appreciate a mix of leisure and exploration. The nearby mountains add to the scenic splendour, offering breathtaking views and numerous hiking opportunities for outdoor enthusiasts.
• Upper Zion's Hill: Nestled in the vicinity of Windward Side, Upper Zion's Hill is a quaint village that offers a unique beach experience. Though its visitor numbers are somewhat steady throughout the year, it sees peak arrivals in January to February and November. Travellers seeking a more relaxed atmosphere can enjoy the nudist beach and the tranquil shoreline. This hidden gem is perfect for those looking to unwind while soaking up the sun, making it an ideal spot for a laid-back getaway.

Things to do in Windward Side

Windward Side is perfect for a beach and outdoor getaway, boasting stunning scenery and a range of activities including hiking, diving, and scuba diving. Visitors can enjoy picnic areas and take advantage of day trips to explore the breathtaking surroundings, making it an ideal destination for those seeking adventure and relaxation amidst nature.

Shopping

In Windward Side, explore quaint shops like Saba Coffee Shop for local brews and souvenirs. For a unique experience, visit the Saba Island Heritage Centre, showcasing local crafts. If you're up for a drive, head to The Bottom for more shopping options and local artisan products.

Recreation

Experience tranquility at the Saba Heritage Centre, where you can engage in yoga sessions amidst lush surroundings. Enjoy holistic spa treatments at the local wellness centre, designed to rejuvenate your mind and body, while indulging in healthy, locally-sourced meals to nourish your spirit.

Adventure

Explore the scenic hiking trails in Windward Side for breathtaking views of the island and its lush landscapes. Delve into the local culture by visiting charming shops and cafes, or embark on a snorkelling adventure to discover vibrant marine life in the crystal-clear waters.

Nightlife

Experience the vibrant nightlife of Windward Side at the Sea Saba, where you can enjoy refreshing cocktails and stunning views. For a lively atmosphere, visit The Bottom Café, offering live music and a selection of local dishes. Don't miss the laid-back vibes at The Saba Restaurant.

Booking tips and Expedia advantages for Windward Side

To save money on your trip to Windward Side, visit during the off-peak months of May or September to October for lower prices. Booking your hotel about a month in advance can secure better rates, with Monday being the cheapest day to stay. Utilise Expedia's search tools to compare room rates and find last-minute deals, and consider bundling your hotel, flights, and activities for added savings. Don’t forget to look for Eco-certified options and free cancellation deals to maximise your budget while enjoying the beautiful surroundings.

• 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• 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 Wednesday.
• Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget and preferred location, among other options. You can organise your results to display prices from the lowest to the highest, allowing you to view the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can make significant savings 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 perfect for a beach and outdoor holiday, offering stunning scenery and a range of attractions. Visitors can explore historical museums, climb the nearby mountains, and appreciate local galleries, catering to those seeking cultural, adventurous experiences. This charming location promises a delightful blend of relaxation and exploration for every traveller.

• Mt Scenery: Embark on an invigorating hike up Mt Scenery, the highest point in Saba, located just 435m from Windward Side. Revel in breathtaking panoramic views of the island and the surrounding Caribbean Sea, immersing yourself in the natural beauty and adventure this stunning mountain offers.
• Dutch Museum of Saba: Situated within Windward Side, the Dutch Museum of Saba invites you to delve into the rich cultural heritage of the island. Explore fascinating exhibits that showcase Saba's history, traditions, and artistic expressions, making it a perfect stop for culture enthusiasts.
• Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio, located in Windward Side, to witness the enchanting process of glassblowing. This gallery not only showcases exquisite glass art pieces but also provides an opportunity to engage with the artist and appreciate the unique craftsmanship involved.

Best time to go to Windward Side

The best time to visit Windward Side is dependant 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 (dry).

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
February	77.9°F (25.5°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	77.7°F (25.4°C)	No Rain (Dry)	Mostly Sunny	High	Average
April	78.8°F (26.0°C)	No Rain (Dry)	Mostly Sunny	High	Slightly High
May	80.2°F (26.8°C)	Light Rain	Mostly Cloudy	High	Slightly Low
June	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Average	Average
July	82.0°F (27.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
August	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Average
September	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
October	82.6°F (28.1°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
November	81.3°F (27.4°C)	Light Rain	Mostly Cloudy	Low	Average
December	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Low	Average

The nearest major airports for your trip to Windward Side

To reach Windward Side, you can fly into Saba (SAB-Juancho E. Yrausquin), located 621m away. Nearby accommodation options include The Cottage Club Hotel and Saba Arawak Hotel, both 621m from the airport. El Momo Cottages, a guesthouse, is also conveniently situated nearby. Alternatively, you can fly into Oranjestad (EUX-F.D. Roosevelt), which is 11.8km from Windward Side. Good hotels in the area include Golden Rock Dive And Nature Resort, Quill Gardens Boutique Hotel, and Talk of the Town Inn & Suites, offering various transportation services to the airport, such as 24-hour shuttles and free transfers.