Jamaica Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Jamaica

Super 8 by Wyndham Jefferson

Super 8 by Wyndham Jefferson

2.5 out of 5
207 West Gallup Road, Junction of, Highway 30 and Highway 4, Jefferson, IA
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 31 Aug to 1 Sept
S$110
31 Aug - 1 Sept
includes taxes & fees
7.2/10 Good! (212 reviews)
"O"

Reviewed on 17 Aug, 2025

Super 8 by Wyndham Jefferson
Super 8 by Wyndham Perry IA

Super 8 by Wyndham Perry IA

2 out of 5
701 26th Street, 1 mi E of Jct Hwy 141/144, Perry, IA
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 23 Aug to 24 Aug
S$128
23 Aug - 24 Aug
includes taxes & fees
6.8/10 (170 reviews)
"Beds are as comfortable as at any Wyndham in a big city. There is no noise from any other room or outside."

Reviewed on 16 Aug, 2025

Super 8 by Wyndham Perry IA
Cobblestone Hotel & Suites - Jefferson

Cobblestone Hotel & Suites - Jefferson

3 out of 5
771 Wild Rose Lane, Jefferson, IA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (363 reviews)
"Breakfast was good, the pool was clean and well maintained, room was clean, smelled good and the bed was comfortable."

Reviewed on 18 Aug, 2025

Get rates
Cobblestone Hotel & Suites - Jefferson
See all 26 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.

Frequently asked questions

How much does a Jamaica holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Jamaica costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Jamaica?
January, February and March are great times to look for cheap Jamaica holiday packages. Opting to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Jamaica?
Generally, a handful of days is enough to visit the major sights during your Jamaica holiday. However, if you'd like to have time to relax or take day trips, consider extending your itinerary.
How to find the best Jamaica package deals?
Use Expedia's filter tool to help you find some unbeatable Jamaica package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Jamaica package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
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 hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a customised Jamaica holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Jamaica?
If you're planning a spontaneous Jamaica adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Jamaica?

  1. Choose your travel dates: The things you want to do in Jamaica and your preferred season will help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your accommodation, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Jamaica.
  3. Decide how long to go for: Now that you're more familiar with Jamaica, you can work out the ideal length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Jamaica holiday package.

* 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.