Title: Jamaica Winery Hotels : Book the Right Winery Hotels Room in Jamaica, Caribbean - Expedia.ca [Jamaica Travel Guide](https://expedia.ca/Jamaica.dx88)[Jamaica Hotels](https://expedia.ca/Destinations-In-Jamaica.d88.Hotel-Destinations)[Vacation Rentals in Jamaica](https://expedia.ca/Destinations-In-Jamaica.d88.Vacation-Rental-Destinations)[Jamaica Flights](https://expedia.ca/Destinations-In-Jamaica.d88.Flight-Destinations)[Jamaica Car Rentals](https://expedia.ca/Destinations-In-Jamaica.d88.Car-Rental-Destinations)[Jamaica Vacations](https://expedia.ca/Jamaica.d88.Destination-Travel-Guides) ![Boscobel which includes a beach](https://images.trvl-media.com/place/6143445/45449792-9967-4e83-86cb-65151d9cfab2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6143445/45449792-9967-4e83-86cb-65151d9cfab2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on Jamaica Winery Hotels Tonight [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=88&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=88&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=88&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=88&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&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%2FDestinations-In-Jamaica-Winery-Hotel.0-0-d88-tWineryHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Jamaica-Winery-Hotel.0-0-d88-tWineryHotel.Hotel-Filter-Destinations) ## Top Jamaica Hotel Reviews ![Iberostar Selection Rose Hall Suites - All Inclusive](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802585/2b728906_y.jpg) ### Iberostar Selection Rose Hall Suites - All Inclusive 10/10 Excellent "The staff was over the top with the care they gave me and to mention a few names ms Kerry Ann was one of the greatest customer service rep there and Tracy was another great person not to mention Dikeisha at the Buffet very awesome service thanks Iberostar I will be back definitely." [](https://expedia.ca/Montego-Bay-Hotels-Iberostar-Selection-Rose-Hall-Suites-All-Inclusive.h2802585.Hotel-Information) ![S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel](https://images.trvl-media.com/lodging/32000000/31380000/31370700/31370664/60e88e2a_y.jpg) ### S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel 10/10 Excellent "Staff was amazing. Food was great. Overall great experience." [](https://expedia.ca/Montego-Bay-Hotels-S-Hotel-Jamaica.h31370664.Hotel-Information) ![Hotel Riu Montego Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7_y.jpg) ### Hotel Riu Montego Bay - Adults Only - All Inclusive 10/10 Excellent "The entertainment, staff, clean room and resort." [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information) ![Iberostar Waves Rose Hall Beach - All Inclusive](https://images.trvl-media.com/lodging/3000000/2130000/2127300/2127239/6a34d43c_y.jpg) ### Iberostar Waves Rose Hall Beach - All Inclusive 10/10 Excellent "It was amazing " [](https://expedia.ca/Montego-Bay-Hotels-Iberostar-Rose-Hall-Beach-All-Inclusive.h2127239.Hotel-Information) ![Toby's Resort](https://images.trvl-media.com/lodging/1000000/930000/922700/922674/a318f317_y.jpg) ### Toby's Resort 10/10 Excellent "Room was spotless, Staff very courteous i go back here for the convenience, and location great rates. Would recommend Highly.." [](https://expedia.ca/Montego-Bay-Hotels-Tobys-Resort.h922674.Hotel-Information) ![ROK Hotel Kingston, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/72000000/71560000/71554900/71554883/3213ca97_y.jpg) ### ROK Hotel Kingston, Tapestry Collection by Hilton 10/10 Excellent "Everything was great.. from checking in to the stay... friendly helpful staffs. Not to mention the restaurant at the pool (Rokstone) the best old fashioned drink i have ever had. Beats Gordon Ramsey Hells.. kitchens. Dont remember the bartender name. But he was tall and skin head... 👌 Ill definitely go back." [](https://expedia.ca/Kingston-Hotels-Rok-Hotel-Kingston-Tapestry-Collection-By-Hilton.h71554883.Hotel-Information) ![S Hotel Kingston](https://images.trvl-media.com/lodging/3000000/2460000/2450100/2450088/57e4091f_y.jpg) ### S Hotel Kingston 10/10 Excellent "Yes all was well done. No complaints." [](https://expedia.ca/Kingston-Hotels-The-Spanish-Court-Hotel.h2450088.Hotel-Information) ![Hotel Riu Reggae - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/16000000/15060000/15053600/15053546/720fd2b8_y.jpg) ### Hotel Riu Reggae - Adults Only - All Inclusive 10/10 Excellent "is nice place" [](https://expedia.ca/Montego-Bay-Hotels-Riu-Reggae-Adults-Only-All-Inclusive.h15053546.Hotel-Information) ![Hotel Riu Palace Tropical Bay - All Inclusive](https://images.trvl-media.com/lodging/1000000/860000/859700/859683/76262f24_y.jpg) ### Hotel Riu Palace Tropical Bay - All Inclusive 10/10 Excellent "The only bad part was leaving. I am already making plans to go back! Loved our time there and the crew at scuba caribe were the best!!!" [](https://expedia.ca/Negril-Hotels-RIU-Palace-Tropical-Bay-All-Inclusive.h859683.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Packages - [Hotels near Blue and John Crow Mountains National Park ](https://www.expedia.ca/Blue-And-John-Crow-Mountains-National-Park-Hotels.0-l6240865-0.Travel-Guide-Filter-Hotels) - [Hotels near Lime Cay Beach ](https://www.expedia.ca/Lime-Cay-Beach-Hotels.0-l6086243-0.Travel-Guide-Filter-Hotels) - [Blue and John Crow Mountains National Park ](https://www.expedia.ca/Blue-And-John-Crow-Mountains-National-Park-Jamaica.d6240865.Vacation-Attraction)