Title: Montserrat Winery Hotels : Book the Right Winery Hotels Room in Montserrat, Caribbean - Expedia.ca [Montserrat Travel Guide](https://expedia.ca/Montserrat.dx121)[Montserrat Hotels](https://expedia.ca/Destinations-In-Montserrat.d121.Hotel-Destinations)[Vacation Rentals in Montserrat](https://expedia.ca/Destinations-In-Montserrat.d121.Vacation-Rental-Destinations)[Montserrat Flights](https://expedia.ca/Destinations-In-Montserrat.d121.Flight-Destinations)[Montserrat Car Rentals](https://expedia.ca/Destinations-In-Montserrat.d121.Car-Rental-Destinations)[Montserrat Vacations](https://expedia.ca/Montserrat.d121.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/1fbfde61ad99f883aa2641b1e268eaa0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Pav B # Montserrat Winery Hotels ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montserrat Winery Hotels Tonight [Sep 18 - Sep 19](https://www.expedia.ca/Hotel-Search?regionId=121&startDate=2025-09-18&endDate=2025-09-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 19 - Sep 20](https://www.expedia.ca/Hotel-Search?regionId=121&startDate=2025-09-19&endDate=2025-09-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 19 - Sep 21](https://www.expedia.ca/Hotel-Search?regionId=121&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=121&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Montserrat Winery Hotels ![](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%2FDestinations-In-Montserrat-Winery-Hotel.0-0-d121-tWineryHotel.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Montserrat-Winery-Hotel.0-0-d121-tWineryHotel.Hotel-Filter-Destinations) ## Top Montserrat Hotel Reviews ![Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated](//images.trvl-media.com/lodging/79000000/78120000/78117000/78116976/de942958_y.jpg) ### Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated 10/10 Excellent "We booked the villa for us and our adult kids it was so clean and spacious.The kids loved the pool, nieces and nephews used every excuse to come over so they can use it.The fruit trees were a bonus, mangoes, guavas and coconut.The host Dave was easily contactable and made sure we had everything we needed.Would definitely recommend cant wait to visit again." [](https://expedia.ca/Olveston-Hotels-Ocean-Front-Dreams-3-Bedroom-Luxury-Villa.h78116976.Hotel-Information) ![Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.](//images.trvl-media.com/lodging/112000000/111920000/111917400/111917303/c77d0c91_y.jpg) ### Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town. 10/10 Excellent "The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again." [](https://expedia.ca/Olveston-Hotels-Cozy-Apartment-In-Lovely-Olveston-With-AC.h111917303.Hotel-Information) ![Tranquil island escape with stunning ocean view.](//images.trvl-media.com/lodging/48000000/47010000/47006800/47006708/da92918f_y.jpg) ### Tranquil island escape with stunning ocean view. 10/10 Excellent "We had the most amazing stay at Silk Cotton Villa! The Villa was high spec, clean, spacious (needed for our party of 9), it was cosy, well-located, and well equipped with all the amenities needed. The hosts have really given their property a lot of thought to ensure that you have everything to make your stay pleasurable. The check-in process was smooth, and the host was friendly, attentive, they were very responsive to questions and on hand for any support needed. I wanted softer pillows and I had them within 24hrs. They provided great local recommendations and assisted with places to visit as well as arranged tours and hikes. The amenities, such as WiFi, kitchen, parking, and speakers in every room, this allowed us to have some great entertaining evenings, and as the property is set back from all the others, you have complete privacy. You even have the option to play to isolate the music in your own room or an area. ie the pool deck. They even arranged for someone to get us fresh coconuts and mangoes from their trees in the Garden!!!. I highly recommend this place to anyone visiting Montserrat. As well as the tastefully decorated Villa, the scenery is equally breath-taking. waking up to daily sunrise and watching the sunset blows your mind. We would most definitely stay here again!"" [](https://expedia.ca/Olveston-Hotels-Villa-In-Montserrat.h47006708.Hotel-Information) ![Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.](//images.trvl-media.com/lodging/39000000/38520000/38511800/38511781/cf6d529c_y.jpg) ### Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon. 10/10 Excellent "The villa was even better than the photos- the views are sensational! Marie-Josee was an excellent host, responding quickly to our queries. " [](https://expedia.ca/Old-Towne-Hotels-Oceanfront-Luxury-Spectacular-Sunsets-And-Mountain-View-HHI-Featured-Avalon.h38511781.Hotel-Information) ![Luxurious Penthouse with Breathtaking Views](//images.trvl-media.com/lodging/37000000/36370000/36362200/36362194/0e730f57_y.jpg) ### Luxurious Penthouse with Breathtaking Views 10/10 Excellent "We had the most amazing time here! The space was not only beautiful and spotless, but also incredibly peaceful and well-equipped with everything we needed. From the wraparound balcony with breathtaking views to the refreshing pool, every moment felt like a dream vacation.What made our stay even more special was the kindness and thoughtfulness of the owner and his team. They went above and beyond to make sure we felt at home—from helpful local tips to being super responsive and accommodating throughout our visit. It’s rare to find someone who genuinely cares that your experience is perfect, and that’s exactly how we felt here.Highly recommend to anyone looking for a relaxing, scenic, and well-cared-for place to stay. We’ll definitely be coming back!" [](https://expedia.ca/Cudjoe-Head-Hotels-Luxurious-Penthouse-With-Breathtaking-Views.h36362194.Hotel-Information) ![Chez Mango Villas](//images.trvl-media.com/lodging/75000000/74780000/74776800/74776774/7c6b7406_y.jpg) ### Chez Mango Villas 10/10 Excellent "A very wooded, island feel with the charm on an old world tropical villa. Perfect accomidations and a very helpfil staff. Lots of wildlife to view, and very comfortable. " [](https://expedia.ca/Old-Towne-Hotels-Chez-Mango-Villas.h74776774.Hotel-Information) ![RELAX-INN: 2bedroom apartment n JEEP RENTAL](//images.trvl-media.com/lodging/90000000/89160000/89151200/89151105/4b4d53b4_y.jpg) ### RELAX-INN: 2bedroom apartment n JEEP RENTAL 10/10 Excellent "The appartment is perfect for a calm stay in Montserrat, and the owner makes it very easy. Beds are good, kitchen pretty well equiped, the terrasse is perfect and everything was very clean and in perfect state. We also rented the car, which was very useful. The location of the appartment is also handful, 50m from a supermarket." [](https://expedia.ca/Davy-Hill-Hotels-RELAX-INN-2bedroom-Apartment-N-Quiet-Neighborhood.h89151105.Hotel-Information) ![Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea](//images.trvl-media.com/lodging/32000000/31880000/31874300/31874282/5a920deb_y.jpg) ### Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea 10/10 Excellent "The view from the villa is amazing and it changes throughout the day. The Villa was the perfect size for my wife and me. It is centrally located and close to everything. Enjoy!" [](https://expedia.ca/Olveston-Hotels-Secluded-2-Bedroom-Villa-With-Breathtaking-Views-Over-The-Caribbean-Sea.h31874282.Hotel-Information) ![](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 ![QR code to download the app](data:image/png;base64,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)