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) ![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) ![The beautiful island of Saba](https://images.trvl-media.com/place/11638/bec9a351-370d-430b-b191-7beddd830e10.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Windward Side Things to do Reviews - Windward Side Hotel Deals - Vacation Rentals in Windward Side ![Saba Arawak Hotel](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saba Arawak Hotel The peak Windward Side Saba 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! (79 reviews) Friendly Staff Reviewed on Jan 7, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=73660604&PinnedHotelID=73660604&HadPinnedHotel=true®ionId=11638) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=73660604&PinnedHotelID=73660604&HadPinnedHotel=true®ionId=11638) ![El Momo Cottages](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/33fcc0f7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### El Momo Cottages Booby Hill Windward Side Saba CA $153 CA $164 total Feb 14 - Feb 15 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 ... 8.4/10 Very Good! (54 reviews) The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it! Reviewed on Nov 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=11944556&PinnedHotelID=11944556&HadPinnedHotel=true®ionId=11638) ![Flamboyant Cottage - Spectacular View & Pool](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/3c3130af_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 ... 9.6/10 Exceptional! (33 reviews) Lovely cabin with incredible view. Reviewed on Dec 19, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=34006194&PinnedHotelID=34006194&HadPinnedHotel=true®ionId=11638) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=34006194&PinnedHotelID=34006194&HadPinnedHotel=true®ionId=11638) [See all 27 properties in Windward Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F02%2F2026&endDate=09%2F02%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/35000000/34010000/34006200/34006194/3c3130af_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 ... 9.6/10 Exceptional! (33 reviews) Lovely cabin with incredible view. Reviewed on Dec 19, 2025 [](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/a524e520_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! (13 reviews) My husband and I enjoyed a wonderful stay in this comfortable, well situated and historic cottage. Our host, Jeff, was extraordinary, providing an excellent orientation to beautiful Saba and informing us about everything we needed to know to maximize our brief time on the island. His referrals to ... Reviewed on Jan 23, 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! (54 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=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=11638&startDate=13%2F02%2F2026&endDate=15%2F02%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 $139 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 $1,597 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) ## Reviews of Windward Side 4.5 Top destination 5 - Excellent 1 4 - Good 1 3 - Okay 0 2 - Disappointing 0 1 - Terrible 0 ### 5/5 - Excellent Verified traveller Very friendly people. Good access to scuba diving. Diving was amazing and only a few minutes on the boat. ## Cities near Windward Side ![Walk the road that couldn’t be built, and look down on The Bottom #AboveItAll](https://images.trvl-media.com/place/6140251/18f85a48-12fd-406f-aa45-9d1b3dd5fedf.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