Title: Book the Best Jamaica LUXURY Hotels - Upscale Hotels in Jamaica, VT | Expedia.ca [Hotels in Jamaica](https://expedia.ca/Jamaica-Hotels.d184052.Travel-Guide-Hotels)[Vacation Rentals in Jamaica](https://expedia.ca/Jamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals)[Flights to Jamaica](https://expedia.ca/Cheap-Flights-To-Jamaica.d184052.Travel-Guide-Flights)[Jamaica Car Rentals](https://expedia.ca/Car-Rentals-In-Jamaica.d184052.Car-Rental-Guide)[Jamaica Vacation Packages](https://expedia.ca/Jamaica.d184052.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/5e96b8e74a3fe03dd3d1f81bf3b2ae7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Jamaica, VT ![](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 Luxury Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-10-25&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Jamaica Luxury Hotels ## Top Jamaica Hotel Reviews ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Relaxing, clean, staff was nice" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful property, wonderful views, loved our room, loved the huge indoor heated pool and the outdoor jacuzzi. Bar staff, food and drinks were fantastic at the on site bar/restaurant The Falcon, shout out to Maddie for being awesome. Bummer the steal house was closed the entirety of our stay (Sun-Weds), but what are ya gonna do. Would recommend, and would love to return next autumn. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Is a great historic building with great charm. Hope to stay there again soon." [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg) ### Riverside Hotel, an Ascend Collection Hotel 10/10 Excellent "The room's view was perfect" [](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Clean, spacious room. Seemed to have been updated " [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Travelodge by Wyndham Brattleboro VT](//images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/19b6c01d_y.jpg) ### Travelodge by Wyndham Brattleboro VT 10/10 Excellent "All good" [](https://expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information) ![Econo Lodge Brattleboro](//images.trvl-media.com/lodging/1000000/860000/859400/859304/178059c7_y.jpg) ### Econo Lodge Brattleboro 6/10 Okay "The staff was nice and helpful. We checked in ok. I was told the room was ready, but it wasn't. Tv didn't work right, needed help getting the fridge running, had to ask for more towels because we only had a hand towel in the room, the mattress was a 2 out 5 at best and finally, had to give them the pizza boxes from the closet. " [](https://expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your Jamaica vacation? > Let Expedia help you arrange your flight to Springfield, VT (VSF-Hartness State) airport or Rutland, VT (RUT-Rutland Southern Vermont Regional) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Jamaica has to offer. Jamaica has some interesting things to see and do including Jamaica State Park and Green Mountain National Forest, so you might want to take in the local sights during your visit. ### When can I expect good weather in Jamaica? > Planning for the weather is an important factor for making your trip to Jamaica a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall. ### What's there to see and do in Jamaica? > When you're in Jamaica, enjoy exploring the sights and attractions here including Jamaica State Park, Green Mountain National Forest, and Ball Mountain Dam. 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