Title: 5 Stars Hotels in Middlesex County, Jamaica from CA $189 - Find Cheap Middlesex County Hotels With 5 Stars | Expedia.ca [Middlesex County Travel Guide](https://expedia.ca/Middlesex-County.dx553248635975177226)[Hotels in Middlesex County](https://expedia.ca/Middlesex-County-Hotels.d553248635975177226.Travel-Guide-Hotels)[Vacation Rentals in Middlesex County](https://expedia.ca/Middlesex-County-Vacation-Rentals.d553248635975177226.Travel-Guide-VacationRentals)[Flights to Middlesex County](https://expedia.ca/Cheap-Flights-To-Middlesex-County.d553248635975177226.Travel-Guide-Flights)[Middlesex County Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesex-County.d553248635975177226.Car-Rental-Guide)[Middlesex County Vacation Packages](https://expedia.ca/Middlesex-County.d553248635975177226.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/60000/60282-Ocho-Rios.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Middlesex County, Jamaica from CA $189 ![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 Middlesex County 5 Star Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2025-10-05&endDate=2025-10-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlesex County 5 Star Hotels ![4 outdoor pools, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/10000000/9030000/9022300/9022224/9d4196d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; international cuisine, pool views ](https://images.trvl-media.com/lodging/10000000/9030000/9022300/9022224/725f31f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/10000000/9030000/9022300/9022224/abbfe377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Two Bedroom Presidential Suite Ocean View - Kids & Teens Free | Living area](https://images.trvl-media.com/lodging/10000000/9030000/9022300/9022224/f60fa5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moon Palace Jamaica – All Inclusive Ocho Rios 8.2/10 Very good (1800) "Our family loved the activities and restaurants. I would recommend this hotel." CA $455 CA $507 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Ocho-Rios-Hotels-Moon-Palace-Jamaica-All-Inclusive.h9022224.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/590000/581100/581060/w3837h2577x3y3-adfdbbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/590000/581100/581060/592e4c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/590000/581100/581060/w3837h2561x3y0-ae6caebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Suite](https://images.trvl-media.com/lodging/1000000/590000/581100/581060/b1c157b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Couples Sans Souci All Inclusive Ocho Rios 9.2/10 Wonderful (838) "The staff was amazing and the property was beautiful. I wish there were more amenities on the property. " [](https://www.expedia.ca/Montego-Bay-Hotels-Couples-Sans-Souci-All-Inclusive.h581060.Hotel-Information) ![Outdoor pool, open 6:00 AM to 9:30 AM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/104000000/103070000/103068800/103068733/661914f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/104000000/103070000/103068800/103068733/3afabec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/104000000/103070000/103068800/103068733/5fa1be19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with cable channels, DVD player](https://images.trvl-media.com/lodging/104000000/103070000/103068800/103068733/90966e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 123 Drax Hall Country Club Villa St. Ann's Bay 6.0/10 (6) "Owner is amazing.. " CA $78 CA $189 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/St-Anns-Bay-Hotels-123-Drax-Hall-Country-Club-Villa.h103068733.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/90000000/89550000/89544700/89544609/f1d8a452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Villa, Pool View, Beachside](https://images.trvl-media.com/lodging/90000000/89550000/89544700/89544609/f31dd7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/90000000/89550000/89544700/89544609/c5033f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89550000/89544700/89544609/481fc274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 4-Bedroom villa St. Ann's Bay 9.0/10 Wonderful (2) [](https://www.expedia.ca/St-Anns-Bay-Hotels-Luxury-4-Bedroom-Villa.h89544609.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/610000/606200/606141/be89ff56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/610000/606200/606141/d991d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/610000/606200/606141/5bb648dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/610000/606200/606141/240bd661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandals Royal Plantation - ALL INCLUSIVE Couples Only Ocho Rios 9.4/10 Exceptional (105) "It exceeded our expectations! The staff and Omar always did above and beyond! We will be returning to the royal plantation! " [](https://www.expedia.ca/Montego-Bay-Hotels-Sandals-Royal-Plantation-ALL-INCLUSIVE-Couples-Only.h606141.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100700000/100694300/100694300/d180f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Apartment, 1 Bedroom, Beach View | Shared kitchen facilities](https://images.trvl-media.com/lodging/101000000/100700000/100694300/100694300/4f245c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, windsurfing, 3 beach bars](https://images.trvl-media.com/lodging/101000000/100700000/100694300/100694300/40dea89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100700000/100694300/100694300/7729d6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandcastles Ocho Rios Ocho Rios 3.4/10 (15) "To have specific details on all properties " CA $127 CA $299 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Ocho-Rios-Hotels-Sandcastles-Ocho-Rios.h100694300.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/89000000/88260000/88255700/88255611/79b4f170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88260000/88255700/88255611/9643ecf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment](https://images.trvl-media.com/lodging/89000000/88260000/88255700/88255611/w845h568x0y7-baa6c0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88260000/88255700/88255611/4d93fb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisherman's Point Ocean View Hotel Ocho Rios 6.0/10 (31) "Very clean and spacious apartment. Host was the best she catered to all our needs.The best location in Ocho Rios. Close walk to everything. We will be back December. " CA $402 CA $465 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Ocho-Rios-Hotels-Fishermans-Point-Ocean-View-Hotel.h88255611.Hotel-Information) ![](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%2F5Star-Middlesex-County-Hotels.s50-0-d553248635975177226.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Middlesex-County-Hotels.s50-0-d553248635975177226.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Middlesex County. ![Bahia Principe Grand Jamaica - All Inclusive](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576054/d591446e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Bahia Principe Grand Jamaica - All Inclusive Salt Coppers Villa, Runaway Bay, Saint Ann CA $384 CA $384 total Oct 5 - Oct 6 includes taxes & fees 7.4/10 Good! (2,613 reviews) [](https://expedia.ca/Montego-Bay-Hotels-Bahia-Principe-Grand-Jamaica-All-Inclusive.h1576054.Hotel-Information) ![Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/c688bb82_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive Salt Coppers, Runaway Bay, Saint Ann CA $460 CA $460 total Oct 5 - Oct 6 includes taxes & fees 8.2/10 Very Good! (2,592 reviews) [](https://expedia.ca/Montego-Bay-Hotels-Bahia-Principe-Luxury-Runaway-Bay-Adults-Only-All-Inclusive.h7229415.Hotel-Information) ![Couples Tower Isle All Inclusive](https://images.trvl-media.com/lodging/1000000/530000/522100/522057/17fe4790_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Couples Tower Isle All Inclusive Tower Isle, Ocho Rios, Tower Isle, Saint Mary [Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F10%2F2025&endDate=19%2F10%2F2025&selected=522057&PinnedHotelID=522057&HadPinnedHotel=true®ionId=553248635975177226) 9.2/10 Wonderful! (1,004 reviews) [](https://expedia.ca/Montego-Bay-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information) Still don't see what you're looking for? [See all properties in Middlesex County.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=553248635975177226&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Middlesex County Explore attractions like Christiana Bottom and Cool Blue Hole as you discover things to see and do in Middlesex County. [See all hotels in Middlesex County](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&adults=2®ionId=553248635975177226) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/60000/60282-Ocho-Rios.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Middlesex County Hotel Reviews ## Find out more about Middlesex County Luxury is the name of the game at the best 5 Stars hotels in Middlesex County. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Middlesex County 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Middlesex County hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Middlesex County without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Middlesex County.