Title: Visit Windward Side: Best of Windward Side Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Windward Side](https://expedia.ca/Windward-Side-Hotels.d11638.Travel-Guide-Hotels)[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) # Windward Side ## Travel Guide ![View of Saba and Statia (Sint Eustatius) in the Dutch Caribbean from the north coast of Saint Kitts](https://images.trvl-media.com/place/11638/a9b7423c-b482-4cbc-b1e7-ef03e6886cb5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Landscape view of the volcanic Caribbean island of Sint Eustatius seen from St Kitts ](https://images.trvl-media.com/place/11638/00194355-df18-4595-a11d-e20aadd04e59.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Bottom historic town center with Mount Scenery at the background in Saba, Caribbean Netherlands. Mount Scenery is a dormant volcano still active today. ](https://images.trvl-media.com/place/11638/7417c27a-6e71-4a67-bfcb-b2adf33a9159.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Windward Side](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Windward Side](https://images.trvl-media.com/place/11638/6d0d4c9c-bdea-4146-b2fb-53d0139f72f6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Windward Side Things to do - Windward Side Hotel Deals - Vacation Rentals in Windward Side ![Saba Arawak Hotel](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/d45b92b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saba Arawak Hotel The peak Windward Side Saba CA $187 CA $220 total Apr 4 - Apr 5 includes taxes & fees Book a stay at this business-friendly hotel in Windward Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dutch Museum of Saba ... 8.4/10 Very Good! (85 reviews) Nice view, room clean (floor could be cleaner) and good, daily housekeeping. Connection with village is poor: although it is on short distance, as pedestrian it is very dangerous to walk roadside to restaurants and shops. A shuttle should be the best solution. Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&selected=73660604&PinnedHotelID=73660604&HadPinnedHotel=true®ionId=11638) ![El Momo Cottages](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/59c43c6c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### El Momo Cottages Booby Hill Windward Side Saba CA $135 CA $145 total Apr 10 - Apr 11 includes taxes & fees Stay at this guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage Center ... 8.6/10 Excellent! (57 reviews) Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view. Reviewed on Mar 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=11944556&PinnedHotelID=11944556&HadPinnedHotel=true®ionId=11638) ![The Cottage Club Hotel](https://images.trvl-media.com/lodging/45000000/44550000/44546800/44546768/3fbfda81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Cottage Club Hotel 17a Grey Bush Street Windward Side Saba Stay at this hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harry L Johnson Museum and Jo Bean Glass Art ... 10/10 Exceptional! (1 review) Beautiful views. Very centrally located and quiet. Reviewed on Nov 24, 2021 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=44546768&PinnedHotelID=44546768&HadPinnedHotel=true®ionId=11638) [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=44546768&PinnedHotelID=44546768&HadPinnedHotel=true®ionId=11638) [See all 26 properties in Windward Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=03%2F04%2F2026&endDate=04%2F04%2F2026®ionId=11638) 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. ![Flamboyant Cottage - Spectacular View & Pool](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/cbfa65db_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Flamboyant Cottage - Spectacular View & Pool Windward Side Saba Stay at this cottage in Windward Side. Enjoy free WiFi, private pools, and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage Center are located ... 9.8/10 Exceptional! (42 reviews) We had a wonderful stay at Flamboyant Cottage. From the start communication was well defined and instant. The house manager Cece was so helpful and her assistant Marc was available to review the house and answer questions. Cece arranged a taxi to and from the airport. It made our travel very ... Reviewed on Feb 28, 2026 [](https://expedia.ca/Windward-Side-Hotels-Beautiful-Gingerbread-Cottage-Spectacular-View-Pool.h34006194.Hotel-Information) ![Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!](https://images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/43320e37_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away! Windward Side Saba Stay at this cottage in Windward Side. Enjoy free WiFi, a garden, and patios. Popular attractions Harry L Johnson Museum and Jo Bean Glass Art Studio are located ... 10/10 Exceptional! (16 reviews) Althea Cottage is in a perfect location for a trip to Saba. You can walk to everything in Windwardside—grocery store, bakery, restaurants & bars, and the Mt Scenery trailhead. No need for a rental car. Very well appointed kitchen, and the recycling aspect was easily complied with, and you felt like ... Reviewed on Mar 31, 2026 [](https://expedia.ca/Windward-Side-Hotels-Historic-Saban-Cottage-In-Windwardside.h78382857.Hotel-Information) ![Spyglass is a Private Villa With 360 View Near Windwardside.](https://images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/33d59b59_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spyglass is a Private Villa With 360 View Near Windwardside. windwardside Saba Stay at this villa in Windward Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Saba Heritage Center and Dutch Museum of Saba are ... 9.8/10 Exceptional! (69 reviews) 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 ... Reviewed on Mar 14, 2025 [](https://expedia.ca/Windward-Side-Hotels-Spyglass-Is-A-Private-Villa-With-360-View-Near-Windwardside.h27131549.Hotel-Information) [See all properties in Windward Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=11638&sort=VACATION_RENTAL) 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. ## Check Windward Side hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-04-02&endDate=2026-04-03)[Apr 2 - Apr 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-04-02&endDate=2026-04-03) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-04-03&endDate=2026-04-04)[Apr 3 - Apr 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-04-03&endDate=2026-04-04) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[Apr 10 - Apr 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) ### Popular places to visit #### Dutch Museum of Saba You can spend time browsing the exhibits at Dutch Museum of Saba in Windward Side. While you're in the area, wander around the gardens. [](https://expedia.ca/Dutch-Museum-Of-Saba-Windward-Side.d553248621584952178.Vacation-Attraction) #### Saba Heritage Center You can spend an afternoon studying the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area. [](https://expedia.ca/Saba-Heritage-Center-Saba.d808648223374106624.Vacation-Attraction) #### Harry L Johnson Museum You can spend an afternoon studying the exhibits at Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens. [](https://expedia.ca/Harry-L-Johnson-Museum-Windward-Side.d553248621533158269.Vacation-Attraction) ### Things to do ![Edge Ferry to Saba](https://mediaim.expedia.com/localexpert/253604/6fc90e0a-d2d4-4d4b-ad5d-86cb5d90f28c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Ferry Tickets to Saba CA $137 per adult **78%** of travellers recommend [](https://expedia.ca/things-to-do/edge-ferry-tickets-to-saba.a253604.activity-details) ![The Beauty of Fresh Lake Naivasha with some Cormorants Flying.](https://mediaim.expedia.com/localexpert/3421676/f8c19994-bd1e-40b1-9dd8-90b719267d98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R. CA $1,574 per adult [](https://expedia.ca/things-to-do/5-days-safari-to-lake-naivasha.a3421676.activity-details) [See all activities in Windward Side](https://expedia.ca/Things-To-Do-In-Windward-Side.d11638.Travel-Guide-Activities) ## Cities near Windward Side ![Sint Eustatius flag waving on a blue sky in beautiful clouds - Horizontal banner ](https://images.trvl-media.com/place/6140251/5812eef5-5066-4ed3-ac16-c6d21b33c4b7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### The Bottom - Cities near Windward Side [The Bottom](https://expedia.ca/The-Bottom.dx6140251) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app