Jamaica Holidays

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Top hotels in Jamaica

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 S$260 per night from 22 Jun to 23 Jun
S$260
22 Jun - 23 Jun
includes taxes & fees
7.2/10 Good! (482 reviews)
"The facility is lovely. As much as the coffee set up near the lobby was good it is still better to have one in the room when you first wake up. The TV reception could be improved if possible. Watching Ladies golf tournament and when the 18th hole deciding game it lost connection, other than that ..."

Reviewed on 5 Jun, 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 S$138 per night from 16 Jun to 17 Jun
S$138
16 Jun - 17 Jun
includes taxes & fees
6.8/10 (1,001 reviews)
"Fabulous and clean for an affordable price"

Reviewed on 27 May, 2025

Colonial Motel And Spa
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$177 per night from 22 Jun to 23 Jun
S$177
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (641 reviews)
"Staff was very helpful and easy access to the interstate."

Reviewed on 9 Jun, 2025

Comfort Inn & Suites Brattleboro I-91
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.

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.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.