Find Romantic Hotels in Jamaica, VT

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Our top choices for Jamaica romantic hotels

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 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
Philip
The price is ¥26,911
¥56,380 total
includes taxes & fees
Mar 25 - Mar 26
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Perfect spot for Mount Snow "
United States
Bobby
The price is ¥9,079
¥49,254 total
includes taxes & fees
Mar 25 - Mar 26
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is ¥24,999
¥47,259 total
includes taxes & fees
Mar 25 - Mar 26
Family Friendly Hilltop House In Putney Vermont

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

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is ¥32,626
¥40,209 total
includes taxes & fees
Mar 29 - Mar 30
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is ¥21,687
¥59,424 total
includes taxes & fees
Apr 7 - Apr 8
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

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

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (29 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is ¥9,973
¥38,364 total
includes taxes & fees
Apr 13 - Apr 14
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is ¥36,757
¥73,177 total
includes taxes & fees
Mar 25 - Mar 26
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

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

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (108 reviews)
"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."
United States
Hannah M.
The price is ¥35,902
¥72,034 total
includes taxes & fees
Mar 26 - Mar 27
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Great location and great place!"
United States
Linda G.
The price is ¥15,672
¥35,668 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Studio Condo with Great Location, WiFi & Kitchenette

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

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 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
Barbara M.
The price is ¥22,004
¥45,985 total
includes taxes & fees
Apr 20 - Apr 21
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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.

Top Jamaica Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Jamaica?
If you and your partner need a romantic escape, we'd like to help you plan for it. If you'd like to explore some of the area's notable sights, you might make a stop by Jamaica State Park, Green Mountain National Forest, or Margie's Muse Handweaving & Gallery. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Jamaica?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Jamaica: 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 is there to do in Jamaica?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Jamaica. A visit to Jamaica State Park, Green Mountain National Forest, or Margie's Muse Handweaving & Gallery might be just the ticket when you're checking out the sights.
What's the best way to get to Jamaica and around town during my romantic getaway?
This information about transportation options in Jamaica might help your romantic trip go off without a hitch: To get to Jamaica, book a flight to Springfield, VT (VSF-Hartness State), which is the closest major airport, located 21.1 mi (34 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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