Title: Book the Best ROMANTIC Hotels in Jamaica, VT from CA $176 - Jamaica Romantic Getaways | 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) ![A beautiful 3 mile hike to the Hamilton Falls in Jamaica State Park is well worth the trip. Such a peaceful experience and great camping in the campground. Other hiking options close by also.](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Darrell Bumbala # Find Romantic Hotels in Jamaica, VT from CA $176 - ![](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 Romantic Hotels Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Jamaica romantic hotels ![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/7f8e602c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/56f448e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/f3a720e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palmer House Resort, an Ascend Collection Hotel [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) Manchester Center 8.4/10 Very good (866) "Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $139 CA $176 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/e0c2a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/4b2f1194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox Golf Resort & Spa [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) Manchester Village Historic District 7.4/10 Good (576) "Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah CA $352 CA $470 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/2118745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/1836db06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/e38be73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) West Chesterfield 9.6/10 Exceptional (629) "Clean room, beautiful location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcie CA $210 CA $228 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Bear Lodge at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) Stratton 7.6/10 Good (941) "Place definitely needs some updating but it was clean and the staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $230 CA $279 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/2544c235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Dorset)](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/4eb135c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/2f26bb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/6eee3d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hill Farm Inn [](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information) Arlington 9.6/10 Exceptional (173) "This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $234 CA $565 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Bass Suite)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6d7c4545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Silver Birch)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6b885960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/cdc27f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Manchester [](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information) Manchester Village Historic District 10/10 Exceptional (280) "Great establishment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $227 CA $250 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/4a7d2d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/ef464910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Farmhouse 3, Signature Room, 1 King Bed and 1 Twin Sofa Bed, Non Smoking](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/df1eb844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/92519de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farm Road Estate [](https://www.expedia.ca/West-Dover-Hotels-Farm-Road-Estate.h88730696.Hotel-Information) West Dover 10/10 Exceptional (77) "Room was clean, staff friendly, amenities were good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Movses [](https://www.expedia.ca/West-Dover-Hotels-Farm-Road-Estate.h88730696.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (927) "Great place to stay while skiing at okemo" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken CA $196 CA $224 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Accessible, Ensuite (Old Solarium Queen)](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/0d6df977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/2e9ea916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Latchis Hotel [](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) Brattleboro 8.4/10 Very good (837) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $161 CA $177 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/0d3a6bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 9 | View from room](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/75e32be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/81dd974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/7fbb1dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colonel Williams Inn [](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information) Brattleboro 9.8/10 Exceptional (340) "Very nice historic inn. We enjoyed our stay. Breakfast was exceptional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott CA $197 CA $217 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-03®ionId=184052&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Hotel Reviews ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️" [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Yea" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "There was no hot water the first night.. I let the staff know the next day .. the young man immediately checked room availability and offered 3 options.. he also asked if he could help move us The room was clean. The fireplace was wonderful staff was friendly and accommodating " [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Complimentary breakfast was nice. Room was clean. " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Courteous staff Clean room" [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1_y.jpg) ### Long Trail House at Stratton Mountain Resort 10/10 Excellent "Nice, clean room in prime location" [](https://expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Jamaica? ### When is the best time of year for a romantic getaway to Jamaica? ### What is there to do in Jamaica? ### What's the best way to get to Jamaica and around town during my romantic getaway? ## Explore a world of travel with Expedia - 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