Title: Book The Best Hotels in Windward Side for 2025 from CA $132 - Competitive Prices - Expedia.ca [Vacation Rentals in Windward Side](https://expedia.ca/Windward-Side-Vacation-Rentals.d11638.Travel-Guide-VacationRentals)[Things to do in Windward Side](https://expedia.ca/Things-To-Do-In-Windward-Side.d11638.Travel-Guide-Activities)[Windward Side Car Rentals](https://expedia.ca/Car-Rentals-In-Windward-Side.d11638.Car-Rental-Guide)[Windward Side Vacation Packages](https://expedia.ca/Windward-Side.d11638.Destination-Travel-Guides) ![The beautiful island of Saba](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stills 'n' stories # Find hotels in Windward Side from CA $132 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 25 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/33fcc0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/4dde38ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/52f80d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Cottage, 2 Single Beds, Private Bathroom, Ocean View](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/a8feb0e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Momo Cottages Windward Side 8.6/10 Excellent (54) "Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Georgina CA $159 CA $170 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Windward-Side-Hotels-El-Momo-Cottages.h11944556.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/af275202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Caribbean cuisine, pool views ](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/2e08764f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/b1174a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saba Arawak Hotel Windward Side 8.4/10 Very good (72) "Place is really nice and clean. Staffs are friendly and accommodating. I would definitely recommend this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hideo CA $162 CA $191 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/c6c425a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/cdab380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/98a63fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/db55e717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quill Gardens Boutique Hotel Oranjestad 9.6/10 Exceptional (22) "It was great time to stay with comfortable " ![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg) YONG CA $241 CA $259 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information) ![Premium Bungalow, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/ecfb3641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/638aa03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Bungalow, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/1153cce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/c48f0519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Talk of the Town Inn & Suites Oranjestad 9.0/10 Wonderful (10) "Great location, nice people, clean." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Nadine CA $123 CA $132 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Oranjestad-Hotels-Talk-Of-The-Town.h32813162.Hotel-Information) ![On the beach, scuba diving](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/9d5b7b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/2ae6edbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/5cea60f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, scuba diving](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/8961005b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Gin House Oranjestad 8.2/10 Very good (51) "hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika CA $272 CA $291 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/1d1cb7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Private kitchenette](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/2c07626c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/0367a1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/1483c9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Spring Inn Oranjestad 8.6/10 Excellent (14) "Great place lovely staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dameon CA $161 CA $179 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Oranjestad-Hotels-Palm-Spring-Inn.h18637272.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/86000000/85540000/85535700/85535622/ed6c9c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Living area](https://images.trvl-media.com/lodging/86000000/85540000/85535700/85535622/ca77f211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment](https://images.trvl-media.com/lodging/86000000/85540000/85535700/85535622/def3c9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Private kitchenette](https://images.trvl-media.com/lodging/86000000/85540000/85535700/85535622/e107ca26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barrel House St. Eustatius Oranjestad 8.0/10 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." ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) Valérie CA $306 CA $328 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oranjestad-Hotels-Barrel-House-St-Eustatius.h85535622.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=11638&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindward-Side-Hotels.d11638.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindward-Side-Hotels.d11638.Travel-Guide-Hotels) ## 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. [See all hotels in Windward Side](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&adults=2®ionId=11638) ![The beautiful island of Saba](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) Photo by Stills 'n' stories ## Find out more about Windward Side ### Top reasons to visit Windward Side - **Stunning Scenery:** Windward Side features breathtaking views of the Windward Shores and Windward Coast, perfect for relaxation. - **Rich Cultural Experiences:** Immerse yourself in the local history and vibrant culture through museums and art galleries. - **Outdoor Adventures:** Ideal for outdoor enthusiasts, offering numerous activities amidst beautiful landscapes. - **Diverse Accommodation:** Enjoy a range of comfortable stays, from 3 to 3.5-star hotels to charming guesthouses. - **Romantic Atmosphere:** Experience the enchanting vibe of the area, especially around the scenic Windward Passage. ### Find great hotels in Windward Side In Windward Side, you'll discover a variety of comfortable hotel accommodations ranging from 3 to 3.5 stars, including both hotels and guesthouses. Whether you're seeking a business-friendly environment, an adventurous getaway, or pet-friendly options, this charming destination has something for everyone. Explore the hospitality of Windward Islands with numerous choices that cater to your vacation needs, making your stay both enjoyable and memorable. - **[Saba Arawak Hotel:](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information)** Nestled in the heart of Windward Side, Saba Arawak Hotel offers a unique blend of adventure and business amenities, making it an ideal choice for both thrill-seekers and corporate travellers. This 3-star establishment features a variety of adventure sports activities, including nearby hiking, cave exploring, sailing, fishing, and snorkeling. Guests can unwind in comfortable accommodations while enjoying the convenience of business services offered on-site. The hotel's commitment to providing an adventurous yet professional atmosphere makes it a standout choice for diverse vacationers. - **[El Momo Cottages:](https://www.expedia.ca/Windward-Side-Hotels-El-Momo-Cottages.h11944556.Hotel-Information)** For those seeking a more homey retreat, El Momo Cottages presents a charming guesthouse experience in Windward Side. This property is particularly welcoming to pet owners, as it allows pets on-site with a free pet policy. The inviting atmosphere and pet-friendly amenities ensure that you and your furry companions can enjoy a relaxing stay. With its quaint design and community feel, El Momo Cottages is perfect for travellers who appreciate nature and wish to explore the beautiful surroundings of Saba with their pets. - **[The Cottage Club Hotel:](https://www.expedia.ca/Windward-Side-Hotels-The-Cottage-Club-Hotel.h44546768.Hotel-Information)** Offering a touch of luxury with its 3.5-star rating, The Cottage Club Hotel is an excellent choice for those seeking both comfort and entertainment. Situated in Windward Side, this hotel features modern amenities such as digital television for guests to enjoy. Visitors can relish the scenic views of the village and partake in various nearby activities. The Cottage Club Hotel seamlessly combines a cozy atmosphere with engaging entertainment options, making it a delightful base for exploring the wonders of Saba. ### Where to stay in Windward Side Windward Side, nestled in the picturesque Saba, offers an unforgettable vacation experience perfect for beach lovers and outdoor enthusiasts. Explore the stunning Windward Shores and the breathtaking Windward Coast, where relaxation and scenic views abound. Just a stone's throw away from the vibrant Windward Passage, visitors can immerse themselves in the area's rich history and romantic atmosphere. Whether seeking luxury or tranquility, Windward Side and its surrounding gems promise a memorable getaway. - **[Oranjestad:](https://www.expedia.ca/Oranjestad-Hotels.d11643.Travel-Guide-Hotels)** Located 30.6km from Windward Side, Oranjestad is a vibrant city that offers a delightful mix of outdoor activities and stunning beach scenery. This popular destination sees a seasonal influx of visitors, particularly from November to January. In Oranjestad, you can enjoy golf at local courses, relax at resorts, and explore nearby attractions like the history museum and picturesque beaches. The city's bay serves as a beautiful backdrop for various water sports, making it a perfect spot for both adventure and relaxation. - **[The Bottom:](https://www.expedia.ca/The-Bottom-Hotels.d6140251.Travel-Guide-Hotels)** Just 1.6km away from Windward Side, The Bottom is a charming city that immerses visitors in local culture and outdoor experiences. It attracts travellers especially in January, April, and September. Here, you can partake in hiking adventures and enjoy golfing amidst breathtaking landscapes. The Bottom is home to a rich history, showcased in its museums, while its beaches and nearby mountains offer stunning vistas for nature enthusiasts. This city is a wonderful place to experience the heart of Saba's island life. - **[Upper Zion's Hill:](https://www.expedia.ca/Upper-Zions-Hill-Hotels.d553248635975871741.Travel-Guide-Hotels)** Nestled within the area of Windward Side, Upper Zion's Hill is a quaint village known for its beautiful beaches, including a nudist beach that attracts those seeking a unique sunbathing experience. The village sees a moderate number of visitors throughout the year, with peaks in the winter months. Upper Zion's Hill is ideal for those looking to unwind by the sea and enjoy a more laid-back atmosphere while still being close to the vibrant activities of Windward Side. The tranquil charm of this village is perfect for relaxation and beach enjoyment. ### Things to do in Windward Side Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a range of activities. Visitors can enjoy hiking through scenic trails, diving, and scuba diving in crystal-clear waters. It's also a popular spot for windsurfing and day trips to explore the beautiful surroundings. This charming location promises a memorable vacation experience for all adventure seekers. ### Booking tips and Expedia advantages for Windward Side When visiting Windward Side, you can save money by taking advantage of free activities like Well's Bay Beach. The best time to visit for lower prices is from May to June and October, while booking your hotel about a month in advance can secure better deals. Look for last-minute offers on Expedia, especially on Mondays, the cheapest day to stay. Consider bundling your hotel, flights, and activities for added savings. Use Expedia’s tools to filter by budget and eco-friendly options for sustainable stays, ensuring you find great deals on accommodations. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Windward Side are May to June and 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 Monday. The most expensive day to stay in Windward Side is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results by price, starting with the most affordable hotels, allowing you to easily find the best deals. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally-friendly accommodations that you can book. - **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 Windward Side Windward Side offers a fantastic vacation experience for beach lovers and outdoor enthusiasts alike, showcasing stunning scenery and rich culture. Explore local attractions such as history museums, mountains, and art galleries that cater to adventurers seeking unique experiences. Whether you're interested in the vibrant local culture or the breathtaking landscapes of the Windward Islands, you're sure to find plenty of activities to enjoy during your stay. - **Dutch Museum of Saba:** Immerse yourself in the rich history and culture of Saba at the Dutch Museum. This local gem showcases artifacts and exhibits that reflect the island's unique heritage, making it a perfect stop for culture enthusiasts. - **Mt Scenery:** Experience adventure and breathtaking views at Mt Scenery, located a mere 1.1km from Windward Side. The hike to the summit offers stunning panoramas and a chance to connect with nature, ideal for outdoor lovers. - **Jo Bean Glass Art Studio:** Visit Jo Bean Glass Art Studio to witness the intricate craftsmanship of glass art. This gallery not only exhibits stunning pieces but also provides insight into the artistic process, enriching your cultural 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. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 78.4°F (25.8°C) | No Rain (Dry) | Mostly Sunny | Average | Average | | 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 | Average | | 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 | Slightly Low | | July | 82.0°F (27.8°C) | Light Rain | Mostly Sunny | Average | Average | | 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 | Slightly High | | December | 79.7°F (26.5°C) | Light Rain | Mostly Sunny | Low | Slightly High | ### The nearest major airports for your trip to Windward Side To reach Windward Side, you can fly into Saba's Juancho E. Yrausquin Airport ([SAB](https://www.expedia.ca/Juancho-E-Yrausquin-Airport-Hotels.0-aSAB-0.Travel-Guide-Filter-Hotels)), located 1.6km away. Nearby hotel options include the 3.5-star Cottage Club Hotel and the 3-star [Saba Arawak Hotel](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information), both 1.6km from the airport. Alternatively, you can fly into F.D. Roosevelt Airport (EUX) in Oranjestad, 30.6km away. Recommended accommodations include the 4-star [Golden Rock Dive And Nature Resort](https://www.expedia.ca/Oranjestad-Hotels-Oasis-Golden-Rock-Dive-Nature-Resort.h64649184.Hotel-Information), 3.2km from the airport, and the 4-star [Quill Gardens Boutique Hotel](https://www.expedia.ca/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information), 1.3km away. Many hotels offer convenient transportation services to and from both airports, ensuring a smooth travel experience. ## Recent reviews of Windward Side hotels ![Saba Arawak Hotel](//images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa_y.jpg) ### Saba Arawak Hotel 5/5 Excellent "It was an amazing experience " A verified traveller stayed at Saba Arawak Hotel Posted 2 months ago [](https://expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information) ![Peter Hytte is close to everything at great price!](//images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/465c91ea_y.jpg) ### Peter Hytte is close to everything at great price! 5/5 Excellent "It's safe to say I could absolutely live here!!! This cottage is in the heart! Jeffery is amazing. He's helpful, laid back and kind LIKE EVERYONE here! I'm booking again soon. Where else can you sleep with all your doors and windows open in nature and be safe?" A verified traveller stayed at Peter Hytte is close to everything at great price! Posted 2 months ago [](https://expedia.ca/Windward-Side-Hotels-Peter-Hytte-Is-Close-To-Everything-At-Great-Price.h89687379.Hotel-Information) ![ Quill Gardens Boutique Hotel](//images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/c6c425a2_y.jpg) ### Quill Gardens Boutique Hotel 5/5 Excellent I like this location "It was great time to stay with comfortable " A verified traveller stayed at Quill Gardens Boutique Hotel Posted 4 months ago [](https://expedia.ca/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information) ![El Momo Cottages](//images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/33fcc0f7_y.jpg) ### El Momo Cottages 5/5 Excellent "Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful." A verified traveller stayed at El Momo Cottages Posted 4 months ago [](https://expedia.ca/Windward-Side-Hotels-El-Momo-Cottages.h11944556.Hotel-Information) ![Home a way from home in the Unspoiled queen of the Caribbean.](//images.trvl-media.com/lodging/74000000/73240000/73234400/73234367/65f31ece_y.jpg) ### Home a way from home in the Unspoiled queen of the Caribbean. 5/5 Excellent Fantastic property & hosts "Iris House is cute, comfortable, great/walkable location and with everything we needed for a great stay. Owner and manager both very helpful - highly recommend." A verified traveller from Tucson, AZ stayed at Home a way from home in the Unspoiled queen of the Caribbean. Posted 4 months ago [](https://expedia.ca/Windward-Side-Hotels-Home-A-Way-From-Home-In-The-Unspoiled-Queen-Of-The-Caribbean.h73234367.Hotel-Information) ![Flamboyant Cottage - Spectacular View & Pool](//images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/3c3130af_y.jpg) ### Flamboyant Cottage - Spectacular View & Pool 5/5 Excellent Spectacular "So lovely , whimsical, the view, the pool was so wonderful to cool off. Saba is magical.The cottage was clean and so many outdoor sitting spots.Could not recommend it more " A verified traveller from Ontario, Canada stayed at Flamboyant Cottage - Spectacular View & Pool Posted 8 months ago [](https://expedia.ca/Windward-Side-Hotels-Beautiful-Gingerbread-Cottage-Spectacular-View-Pool.h34006194.Hotel-Information) ![Spyglass is a Private Villa With 360 View Near Windwardside.](//images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/33d59b59_y.jpg) ### Spyglass is a Private Villa With 360 View Near Windwardside. 5/5 Excellent World Class experience "The villa is even more beautiful than the pictures. The views and gardens are even more vibrant and incredible than we expected. We were amazed at the incredible construction and attention to detail in the house. The building itself looks like much of the wood work and interior is custom built and individually crafted. All appliances and appointments are top notch. The atmosphere is so peaceful. Overall the villa is airy, spacious, bright and with views into the infinity of the Caribbean. " A verified traveller stayed at Spyglass is a Private Villa With 360 View Near Windwardside. Posted 8 months ago [](https://expedia.ca/Windward-Side-Hotels-Spyglass-Is-A-Private-Villa-With-360-View-Near-Windwardside.h27131549.Hotel-Information) ![The Old Gin House](//images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/c4569144_y.jpg) ### The Old Gin House 5/5 Excellent "hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby" A verified traveller stayed at The Old Gin House Posted 10 months ago [](https://expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information) ![Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!](//images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/a524e520_y.jpg) ### Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away! 5/5 Excellent Great Little Community "The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental." A verified traveller from McConnellsville, NY USA stayed at Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away! Posted 1 year ago [](https://expedia.ca/Windward-Side-Hotels-Historic-Saban-Cottage-In-Windwardside.h78382857.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Windward Side that travellers recommend? > [Saba Arawak Hotel](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information) is a highly recommended choice in Windward Side, boasting an excellent review score of 8.6. Guests appreciate its friendly service and relaxing atmosphere, making it a superb retreat for couples seeking tranquility and adventure. The hotel features an inviting outdoor pool, ideal for leisurely afternoons under the sun, and a poolside restaurant that serves delightful local cuisine, allowing couples to enjoy romantic meals with stunning views. ### What are the best budget hotels in Windward Side? > [Saba Arawak Hotel](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information), situated in the picturesque Windward Side of Saba, offers an inviting retreat with a traveller review score of 8.6. Guests appreciate the stunning ocean views and the tranquil mountain backdrop, creating a serene atmosphere great for relaxation. View all [budget hotels in Windward Side](https://www.expedia.ca/Windward-Side-Hotels-Cheap-Hotels.0-0-d11638-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Windward Side? > The most popular time to visit Windward Side is April. During this month, visitors can bask in the pleasant climate, with temperatures typically ranging from 24 to 28°C, creating great conditions for outdoor adventures and relaxation on the beach. > > > > The peak season, which stretches from March to May, attracts a vibrant mix of tourists eager to explore the region's breathtaking landscapes and enjoy its rich cultural offerings. This is an excellent time for those who appreciate outdoor activities, as the crystal-clear waters and lush surroundings invite you to partake in hiking, snorkelling, or simply wandering through charming local villages. > > > > For families and couples alike, the combination of warm weather and lively events during April makes it an ideal period for creating lasting memories. The local festivals often showcase traditional music and cuisine, allowing you to immerse yourself in the unique culture of Windward Side. Furthermore, the extended daylight hours mean you can make the most of your days, whether you're exploring stunning viewpoints or indulging in the local culinary scene. > > > > If you're looking for a more budget-friendly experience, consider October. This month offers a quieter atmosphere, allowing you to enjoy the natural beauty and attractions without the crowds, all at a lower price point. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Windward Side hotel for you. ### How can I save on a Windward Side hotel booking with Expedia? > Members always get our best prices. Find our best Windward Side hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Windward Side hotel? > Prices for hotels in Windward Side often vary, but you can find a great deal from CA $132 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Adults Only Resorts & in Saba](https://www.expedia.ca/Destinations-In-Saba-Adults-Only-Resorts.0-0-d11753-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [All Inclusive Resorts and in Saba](https://www.expedia.ca/Destinations-In-Saba-All-Inclusive-Hotel.0-0-d11753-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Beach Hotel Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Beach-Hotel.0-0-d11753-tBeachHotel.Hotel-Filter-Destinations) - [Boutique Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Boutique-Hotel.0-0-d11753-tBoutiqueHotel.Hotel-Filter-Destinations) - [Casino Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Casino-Hotel.0-0-d11753-tCasinoHotel.Hotel-Filter-Destinations) - [Family Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Family-Hotel.0-0-d11753-tFamilyHotel.Hotel-Filter-Destinations) - [Golf Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Golf-Hotel.0-0-d11753-tGolfHotel.Hotel-Filter-Destinations) - [Green Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Green-Sustainable.0-0-d11753-tGreenSustainable.Hotel-Filter-Destinations) - [Honeymoon Resorts and in Saba](https://www.expedia.ca/Destinations-In-Saba-Honeymoon-Hotels.0-0-d11753-tHoneymoonHotels.Hotel-Filter-Destinations) - [Hotels with a Pool in Saba](https://www.expedia.ca/Destinations-In-Saba-Hotel-With-Pool.0-0-d11753-tHotelwithPool.Hotel-Filter-Destinations) - [Hotels with smoking rooms in Saba](https://www.expedia.ca/Destinations-In-Saba-Hotels-With-Smoking-Rooms.0-0-d11753-tHotelswithsmokingrooms.Hotel-Filter-Destinations) - [Hotels with Tennis Courts in Saba](https://www.expedia.ca/Destinations-In-Saba-Hotels-With-Tennis-Courts.0-0-d11753-tHotelswithTennisCourts.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-LGBT-Friendly-Hotel.0-0-d11753-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Luxury-Hotel.0-0-d11753-tLuxuryHotel.Hotel-Filter-Destinations) - [Romantic Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Romantic-Hotel.0-0-d11753-tRomanticHotel.Hotel-Filter-Destinations) - [Shopping Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Shopping-Hotel.0-0-d11753-tShoppingHotel.Hotel-Filter-Destinations) - [Ski Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Ski-Hotel.0-0-d11753-tSkiHotel.Hotel-Filter-Destinations) - [Spa Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Spa-Hotel.0-0-d11753-tSpaHotel.Hotel-Filter-Destinations) - [Hotel Wedding Venues Hotels in Saba](https://www.expedia.ca/Destinations-In-Saba-Wedding-Hotels.0-0-d11753-tWeddingHotels.Hotel-Filter-Destinations) - [Saba Hotels](https://www.expedia.ca/Destinations-In-Saba.d11753.Hotel-Destinations) - [Hell's Gate Hotels](https://www.expedia.ca/Hells-Gate-Hotels.d11639.Travel-Guide-Hotels) - [Hotels near Juancho E. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)