Middlesex Holidays from AU$1,857

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Your Middlesex Holiday

Our Middlesex holiday packages let you customise your own adventure. Tailor your getaway to suit your interests and needs and make the most of your time in this lively city. If visiting the sights is a priority during your trip to Middlesex, be sure to check out famous attractions like Hanover Museum and Headland. Stop daydreaming and start adventuring. Browse the many options on Expedia today and put your Middlesex holiday plans into gear!

The Latest Middlesex Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
per person
26 Sept - 2 Oct
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Montego Bay (MBJ)
8.2/10 Very Good! (3,765 reviews)
Beautiful resort, clean, accomdating, wonderful staff

Reviewed on 12 Aug. 2025

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Save 100% on your flight
per person
26 Sept - 2 Oct
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Montego Bay (MBJ)
8.8/10 Excellent! (1,691 reviews)
The property was very clean and beautiful in its own way, however I was expecting it to be a little more glamorous perhaps a sparkling chandelier and more glitter. I felt the appearance was average but most definitely very clean. Also I would like to add the food could be a little warmer and mangoes I thought would be served with breakfast not with dinner. I did enjoy my stay and would return. I have stayed at the Riu franchise several times before but my first time at The Riu Palace Aquarelle.

Reviewed on 13 Aug. 2025

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
per person
26 Sept - 2 Oct
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Montego Bay (MBJ)
8.4/10 Very Good! (4,842 reviews)
The staff here was amazing. Everyone was super friendly and welcoming.

Reviewed on 12 Aug. 2025

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
per person
26 Sept - 2 Oct
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Montego Bay (MBJ)
7.8/10 Good! (1,452 reviews)
The property is beautiful and clean. I would keep coming back here. One thing they need to improve is updating the rooms and the food. The buffet food sucks. They need to bring back more of the local jamaican food. The jerk pit needs to reopen back and actually serve jerk chicken on the grill not baked chicken. Overall the property is very very beautiful.

Reviewed on 13 Aug. 2025

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

5 out of 5
Save 100% on your flight
per person
26 Sept - 2 Oct
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Montego Bay (MBJ)
8.6/10 Excellent! (90 reviews)
janell Palmer was a great host at the hotel.

Reviewed on 11 Aug. 2025

Middlesex Holiday

Middlesex Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Half Moon Beach, Tryall Golf Club and Hanover Museum

Our pick of the best Middlesex Hotel Deals

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove, Green Island, Hanover
The price is AU$653 per night from 20 Aug to 21 Aug
AU$653
20 Aug - 21 Aug
includes taxes & fees
8.6/10 Excellent! (482 reviews)
"I love everything about the"

Reviewed on 12 Aug. 2025

Princess Grand Jamaica Resort - All Inclusive
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd, Montego Bay, Saint James
The price is AU$573 per night from 3 Sept to 4 Sept
AU$573
3 Sept - 4 Sept
includes taxes & fees
9.4/10 Exceptional! (2,025 reviews)
"Overall very nice. Didn't really see the value of the Sky option vs. a cabana on the main floor. Food was very good overall. Got woken up several times at night due to motorcycles tearing down the street at 5am. Wished the music didn't go all the time till 10PM. Smallish beach but lovely bay."

Reviewed on 12 Aug. 2025

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove, Green Island, Hanover
The price is AU$1,022 per night from 19 Aug to 20 Aug
AU$1,022
19 Aug - 20 Aug
includes taxes & fees
9/10 Wonderful! (312 reviews)
"Very beautiful resort. However, food and entertainment options are subpar at best. I was unfortunately disappointed. Nadia in the spa is THE BEST! If you stay here, get the platinum club, that’s where the food is good."

Reviewed on 8 Aug. 2025

Princess Senses The Mangrove Resort - Adults Only
See all 1,482 properties in Middlesex
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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beach holidays
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Beach Holidays

Frequently asked questions

How much does a Middlesex holiday package cost?
Offering great value package deals from AU$1,857 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.