
Middlesex Holidays from NZ$3,281
Book a Hotel + Flight or Car together to unlock savings
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The Latest Middlesex Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Ocean Coral Spring - All Inclusive
NZ$3,281
per person
1 Oct - 8 Oct
found 9 hours ago
Return direct flight included
Buenos Aires (BUE) to Montego Bay (MBJ)
8.4/10 Very good! (4,215 reviews)
The room was beautiful and clean. However, we had to wait for over an hour before we could get access to our room which was quite inconvenient.
Overall, it is a beautiful property. Just wished there were more buffet-style restaurants there. I wish there was more variety with the food. A lot of food was either really salty or really sweet specifically in the buffet restaurant.
Wanted to spend an extra night but the rates for just one night was ridiculous.
Reviewed on 22 Aug 2026



Middlesex Holiday
Our pick of the best Middlesex Hotel Deals

Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
NZ$725
25 Aug - 26 Aug
includes taxes & fees

Princess Senses The Mangrove Resort - Adults Only
Industry Cove Green Island Hanover
NZ$910
24 Aug - 25 Aug
includes taxes & fees

Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
NZ$422
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very good! (1,942 reviews)
"Many rooms do not have telephones so not even the front desk can call you or vice versa if you have an emergency, in this day and age. Disgraceful!!"
Reviewed on 22 Aug 2026
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 Middlesex holiday package cost?
Offering great value package deals from NZ$3,281 on Expedia, you'll be thrilled with how little a holiday to Middlesex costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Middlesex?
You can generally find lower prices and better availability in January, February and September. Check out our cheap Middlesex holiday packages and you could get some excellent off-season deals.
How many days is enough for Middlesex?
With a well-planned itinerary, you can easily tick off the most popular Middlesex sights in a few days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Middlesex holiday for longer.
How to find the best Middlesex package deals?
Use Expedia's filters to find some fabulous Middlesex package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Middlesex package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Middlesex holiday as a package?
You can enjoy significant savings on your Middlesex getaway by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Middlesex?
If you're planning a spur-of-the-moment Middlesex holiday, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Middlesex?
- Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Middlesex.
- Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Middlesex.
- Decide how long to go for: Now that you're more familiar with Middlesex, you can figure out the perfect length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to see.
- Bundle your accommodation and airfare: Once you've settled on your dates and duration, lock in the perfect Middlesex holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

