Jamaica Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Jamaica Holiday

Our pick of the best Jamaica Hotel Deals

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$395 per night from 17 Aug to 18 Aug
NZ$395
17 Aug - 18 Aug
includes taxes & fees
7.2/10 Good! (508 reviews)
"Beautiful hotel in Manchester with gorgeous mountain views and large property. Our room had a comfortable bed but bathroom shower curtain needed to be replaced. Hotels.com had outdoor pool listed as an amenity but there was only an indoor pool. The resort fee was $45 a person and pickle ball was ..."

Reviewed on 9 Aug. 2025

The Equinox Golf Resort & Spa
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 12 Aug to 13 Aug
NZ$259
12 Aug - 13 Aug
includes taxes & fees
6.6/10 (1,002 reviews)
"Always a pleasure to stay at the Colonial"

Reviewed on 28 Jul. 2025

Colonial Motel And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is NZ$425 per night from 20 Aug to 21 Aug
NZ$425
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (783 reviews)
"Great location, nice front porch. Nice bar. There is no gym, breakfast, snacks, or gift shop, however, a clothing boutique is available. As a pet-friendly hotel, oftentimes I was interrupted by dogs barking and growling at each other - I felt I was at a kennel. Value for the room rate was ..."

Reviewed on 24 Jul. 2025

Kimpton Taconic Hotel by IHG
See all 2,475 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.

Discover the most popular places to visit in Jamaica

Ball Mountain State Park

Enjoy a trip to Ball Mountain State Park and popular activities such as skiing in Jamaica. Discover the mountain views in this quaint area.

Ball Mountain State Park

Hot Glass Works

You can spend an afternoon studying the exhibits at Hot Glass Works in Jamaica. Discover the mountain views in this quaint area or enjoy its ski slopes.

Hot Glass Works

Frequently asked questions

How much does a Jamaica holiday package cost?
You'll find cheap prices on Expedia for your Jamaica break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Jamaica costs.
What are the cheapest months to go to Jamaica?
To pick up cheap Jamaica holiday packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll typically find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Jamaica?
With around 3 days, you'll have plenty of time to visit popular neighbourhoods like Rawsonville and Forest Farms during your Jamaica holiday. Remember to also add Hot Glass Works and Ball Mountain Dam to your must-do list. Looking for more adventures? Consider exploring outside of Jamaica on tours and day trips.
How to find the best Jamaica package deals?
Landing a cheap Jamaica package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Jamaica package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Jamaica holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customised Jamaica holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Jamaica?
If you're planning an impromptu Jamaica trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Jamaica?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to visit Jamaica.
  2. Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Jamaica. Then, choose a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to get to in Jamaica. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Jamaica holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.