Title: Book the Best ROMANTIC Hotels in Jamaica, VT from CA $319  - 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

![](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Jamaica Romantic Hotels

Tonight

[Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Tomorrow

[Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

This weekend

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Next weekend

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-04-03&endDate=2026-04-05&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/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/b81f74eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/becbfa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Fully Renovated One-Room Schoolhouse on 22+ acres

[](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

Grafton

9.6/10

Exceptional

(168 reviews)

"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philip

CA $233

CA $507 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/04000126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/dec25c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

[](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

Dover

9.4/10

Exceptional

(23 reviews)

"Perfect spot for Mount Snow "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bobby

CA $79

CA $429 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/a4ec6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w1125h1933x0y49-6292efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w2207h1242x0y0-824667c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/73e1d55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Family Friendly Hilltop House In Putney Vermont

[](https://www.expedia.ca/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

Putney

9.4/10

Exceptional

(59 reviews)

"The host and her daughter were lovely and kind and very quick with all communication."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan O.

CA $215

CA $406 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8f769c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8d64a97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/d16d9700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/4c6a2082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

[](https://www.expedia.ca/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information)

Walpole

10/10

Exceptional

(8 reviews)

"Beautiful cozy cottage. Very clean. Wonderful host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gloria A.

CA $299

CA $369 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98181c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98d2d233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

[](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

Stratton

7.4/10

Good

(21 reviews)

"A great weekend. The property was clean and comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joan P.

CA $195

CA $548 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/455aec2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/9a087dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/77b10ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/2828ea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

Clock Tower Base Area

9.2/10

Wonderful

(29 reviews)

"Great property, clean and close to the slope"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tiliger01

CA $86

CA $333 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/a93fa1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/329af4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/67c634a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/a4957511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

Ludlow

9.8/10

Exceptional

(85 reviews)

"We had a great stay at this home for a long weekend skiing at Okemo. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa W.

CA $325

CA $643 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/fe1abb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/1516e7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/faf90773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/344617b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

Ludlow

9.8/10

Exceptional

(108 reviews)

"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah M.

CA $293

CA $599 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/bd9e5999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a9f17f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a8fc6b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/023bb657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Studio Condo with Great Location, WiFi & Kitchenette

[](https://www.expedia.ca/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information)

Ludlow

8.6/10

Excellent

(32 reviews)

"Great location and great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda G.

CA $145

CA $319 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/b0da744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/cc4de1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/37889f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/1662100f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

[](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Vrbo-Property.h45708952.Hotel-Information)

Ludlow

9.8/10

Exceptional

(106 reviews)

"Great Condo. We had plenty of space. Wendi was very responsive and even accommodated us checking in an hour early when we arrived in town. We would definitely come back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barbara M.

CA $191

CA $396 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Vrbo-Property.h45708952.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=2026-04-06&endDate=2026-04-07&regionId=184052&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true)

## Top Jamaica Hotel Reviews

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Clean, comfortable and quiet. Great retreat for skiers. Nice hot tub, comfy beds and convenient parking."

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56_y.jpg)

### The Manchester View

10/10 Excellent

"Beautiful property, clean room, friendly staff. Will definitely be staying here again!"

[](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.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

6/10 Okay

"Be ware that a “preferred room” means a room pets can stay in, not a better room! Hallways smelled of itine on side of hotel where pets are allowed. No elevator so mugging suitcases and skis up stairs was trying. Room size large.staff. Staff we dealt with was lovely! "

[](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/fddf0cb9_y.jpg)

### The Equinox Golf Resort & Spa

6/10 Okay

"Hot tub nor sauna we’re working. This is pretty important for a ski Hotel, or anyone that bills themselves as a spa. "

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.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?

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- [Flights to Stratton ](https://www.expedia.ca/Cheap-Flights-To-Stratton.d163002.Travel-Guide-Flights)

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- [Things to do in West Wardsboro ](https://www.expedia.ca/Things-To-Do-In-West-Wardsboro.d3000459788.Travel-Guide-Activities)

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