Jamaica Holidays

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Your Jamaica Holiday

Book a customised Jamaica holiday package that includes only the things you need and nothing you don't. Good for views, families and nature, consider basing yourself in the neighbourhood of Bromley Mountain. A trip to Jamaica is a wonderful opportunity to do a bit of sightseeing. Be sure to visit big-name attractions such as Jamaica State Park, Stratton Mountain Golf Course and Winhall River. A couple of quick clicks is all it takes to put together your dream Jamaica holiday on Expedia.

Jamaica Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,000
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Mount Snow, Bromley Mountain Ski Resort and Magic Mountain Ski Resort

Our pick of the best Jamaica Hotel Deals

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free Wi-Fi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their ...
6.6/10 (1,005 reviews)
We love it but could use some fixing
"My kids and I come to this motel several times a year and stay usually between 2-5 nights. We love to stay on the grassy area side because in the morning the kids go outside and ride their scooters around or play on the lawn. The pool, that is free for guests to use, is an added benefit for us all. ..."

Reviewed on 28 Jun 2025

Colonial Motel And Spa
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool and a full-service spa. Our guests praise the property condition in their ...
7.2/10 Good! (487 reviews)
"I had a wonderful time and did Rhumba for the first time in the pool! Lovely walk to the pond also!"

Reviewed on 23 Jun 2025

The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHG
4 out of 5
3835 Main St., Manchester, VT
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (776 reviews)
"Our favorite place to stay in the area"

Reviewed on 20 Jun 2025

Kimpton Taconic Hotel by IHG
See all 2,504 properties in Jamaica
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Jamaica holiday with Expedia?
Expedia has you covered for every detail of your next Jamaica getaway. You'll always get the best deals, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you can save even more. Want to truly make the most of your adventure? Add a few exciting tours and activities to your customised package. We offer flexible cancellation policies on almost all bookings, so you won't need to stress if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Jamaica?
If you like the excitement that comes with peak season, head to Jamaica in January, August and November. Travelling during the quieter months of April, May and October will help you skip the crowds. Organise your visit to Jamaica according to what style of adventure you're looking for. January is the coolest time of year, when daytime temperatures average -7ºC. In July, the warmest period, you'll experience averages of 20ºC during the day.
What are the top hotels for my holiday in Jamaica?
Many visitors to Jamaica often stay in Rawsonville. A/C & Pool! Near Stratton & Bromley! and The Pine Mountain Hideaway minutes to Stratton! 4BR / 2 Bth are favourites in this neighbourhood. But it's not the only exciting place in town! Mountain Acres is also a terrific area and where you'll find Jamaica Holiday Home w/ Deck: 8 Mi to Skiing! and Jamaica Holiday Home w/ Deck: 8 Mi to Skiing!.
How do I get a cheap holiday to Jamaica?
If you love landing a bargain, combine your bookings into a Jamaica holiday. Whether you're chasing hotels, flights, hire cars or day tours, you can browse and book everything in one place. You'll have endless choice at your fingertips too. Expedia has more than 400 partner airlines and 321,000 hotels around the world to select from. Fly with who you prefer, find a room where you like and save some cash --- now that's the ideal holiday! Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Jamaica holiday?
There's an almost endless list of places to check out while on your holiday in Jamaica. Stratton Mountain Resort, Magic Mountain Ski Resort, American Express Ski Lift and Stratton Mountain Summit Gondola are just some of this city's leading attractions.
What is the best area to stay in when on holiday in Jamaica?
Jamaica has lots of interesting places to explore, including Jamaica State Park. Stay somewhere near this attraction and make sightseeing hassle-free.
Do I need a visa for my Jamaica holiday?
Research the latest rules on official government websites. Your nationality and whether you're travelling for leisure, business or study will determine if you'll need a visa for Jamaica. Familiarise yourself with the application process, including any required documentation, turnaround times and fees. Submit your application well in advance to allow sufficient processing time. Some visas may take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Jamaica holiday?
Though everyone's style is different, it can help to have a few guidelines for what to wear on your holiday in Jamaica. Think about looking up style blogs before you head off to get inspiration for local fashion trends. Pack appropriately by monitoring the forecast in Jamaica. July brings the warmest temperatures, with daytime averages of 20ºC, while January days average -7ºC, making it the coolest time of year.
What does an Expedia Jamaica holiday include?
With Expedia, you can select a combination of flights, hotels and car hires to create your perfect Jamaica travel package. Once you've made your booking, simply add on fun stuff like activities and tours. Don't forget --- the more you bundle, the greater the savings! Private holiday homes and cabins are a couple of the most highly sought-after property types in Jamaica. No matter your holiday style or size of your group, you can rely on Expedia for the flexibility and freedom to personalise your dream escape.
Does Expedia offer Book Now, Pay Later Jamaica holidays?
Expedia has partnered with online lender Klarna to make your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable payment plans. If paying across multiple transactions works for you, choose this option at checkout.
  • No-deposit holidays: If not paying ahead of time for your trip makes pressing that "book now" button more stress-free, opt for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Jamaica Expedia holiday?
With a holiday package, you're always in charge. Whether you'd like to fly to Jamaica in coach or first class, simply choose from the available airline options. Expedia has access to over 400 partner airlines around the world.

Discover the most popular places to visit in Jamaica

Ball Mountain Dam

Learn about the local history of Jamaica when you take a trip to Ball Mountain Dam. Discover the mountain views in this quaint area or enjoy its ski slopes.

Ball Mountain Dam

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.