Jackson Holidays

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    Save up to NZ$616 when you book a flight and hotel together*
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Jackson Holiday

Our pick of the best Jackson Hotel Deals

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is NZ$901 per night from 21 July to 22 July
NZ$901
21 July - 22 July
includes taxes & fees
7.6/10 Good! (445 reviews)
"Everything about the property was fantastic: The beach was the only negative, I still give it a 100% for everything else."

Reviewed on 15 Jul. 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort, Diamond Valley
The price is NZ$338 per night from 18 Aug to 19 Aug
NZ$338
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (330 reviews)
"All staff were outstanding and service and cleanliness was on point. A great stay!!! Coming back next year!!"

Reviewed on 18 Jul. 2025

Hilton Grand Vacations Club The Crane Barbados
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is NZ$497 per night from 5 Aug to 6 Aug
NZ$497
5 Aug - 6 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Everybody was more than nice every where you go."

Reviewed on 16 Jul. 2025

Hilton Barbados Resort
See all 3,455 properties in Jackson
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 Jackson holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Jackson costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jackson?
The off-season is the best time to travel to Jackson if you're on a budget. Another tip for getting cheap Jackson holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Jackson?
With a well-organised travel plan, you can easily hit the main Jackson attractions in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Jackson holiday for longer.
How to find the best Jackson package deals?
Begin your search for a Jackson package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Jackson package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Jackson getaway off to a flying start.
Is it cheaper to book a Jackson holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a customised Jackson holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Jackson?
If you're considering a spontaneous Jackson adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Jackson?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Jackson.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will likely be the biggest expense during your trip to Jackson.
  3. Decide how long to go away for: Now that you're more familiar with Jackson, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Jackson holiday package.

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