Middlesex County Holidays from AU$1,327

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Your Middlesex County Holiday

Lock in a Middlesex County holiday package and enjoy all the places your adventurous soul takes you. This destination has plenty to offer, including its culture, walking trails, history, and much more. A trip to Middlesex County wouldn't be complete without experiencing some of its leading cities, starting with Ocho Rios. Some of the most popular attractions here include Dunn's River Falls and Turtle Beach. Mandeville should also be on the itineraries of all Middlesex County travellers. Visitors to this destination love Mega Mart and Manchester Parish Court. Expedia has flights, hotels and all your other travel needs to help you curate your own customised Middlesex County holiday today.

The Latest Middlesex County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
per person
12 Sept - 17 Sept
found 22 hours ago
Return direct flight included
Cincinnati (CVG) to Montego Bay (MBJ)
No reviews
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
per person
12 Sept - 17 Sept
found 22 hours ago
Return direct flight included
Cincinnati (CVG) to Montego Bay (MBJ)
8.2/10 Very Good! (3,519 reviews)
Daily rudeness from restaurant, bar and coffe shop staff. Not all, but it was a daily occurrence. Rooms in building 1 not kept up. Sloppy maintenance work. Will not return to this resort. Pool area was kept up and staff around the pool were attentive and did an excellent job.

Reviewed on 30 Jun. 2025

Casa Marina Montego Bay at Seawind

Casa Marina Montego Bay at Seawind

3 out of 5
Save 100% on your flight
per person
12 Sept - 17 Sept
found 22 hours ago
Return direct flight included
Cincinnati (CVG) to Montego Bay (MBJ)
8.4/10 Very Good! (5 reviews)
suites in Montego Bay Jamaica

suites in Montego Bay Jamaica

2 out of 5
Save 100% on your flight
per person
12 Sept - 17 Sept
found 22 hours ago
Return direct flight included
Cincinnati (CVG) to Montego Bay (MBJ)
No reviews
Breathless Montego Bay - Adults Only - All Inclusive

Breathless Montego Bay - Adults Only - All Inclusive

5 out of 5
Save 100% on your flight
per person
12 Sept - 17 Sept
found 22 hours ago
Return direct flight included
Cincinnati (CVG) to Montego Bay (MBJ)
8.4/10 Very Good! (709 reviews)
State of the Art and service from our Butler Roberto was superb. They have thought of everything.

Reviewed on 30 Jun. 2025

Our guide on where to stay in Middlesex County

Find the best Middlesex County areas and neighborhoods for the activities you enjoy most. Learn more about Middlesex County
Default Image

Caribbean Estates

Though Caribbean Estates may not have many top sights, you can venture to the surrounding area to see attractions like Sovereign Village Mall and Hellshire Beach.

Find hotels in Caribbean Estates

Middlesex County Holiday

Middlesex County Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Top Sights
Dunns River Falls, Turtle Beach and Dolphin Cove

Our pick of the best Middlesex County Hotel Deals

Bahia Principe Grand Jamaica - All Inclusive
Bahia Principe Grand Jamaica - All Inclusive
4 out of 5
Salt Coppers Villa, Runaway Bay, Saint Ann
The price is AU$541 per night from 1 Aug to 2 Aug
AU$541
1 Aug - 2 Aug
includes taxes & fees
7.4/10 Good! (2,405 reviews)
"Everything about it very nice"

Reviewed on 29 Jun. 2025

Bahia Principe Grand Jamaica - All Inclusive
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
4.5 out of 5
Salt Coppers, Runaway Bay, Saint Ann
The price is AU$628 per night from 31 July to 1 Aug
AU$628
31 July - 1 Aug
includes taxes & fees
8.2/10 Very Good! (2,494 reviews)
"Wonderful"

Reviewed on 29 Jun. 2025

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Couples Tower Isle All Inclusive
Couples Tower Isle All Inclusive
4.5 out of 5
Tower Isle, Ocho Rios, Tower Isle, Saint Mary
9.2/10 Wonderful! (1,001 reviews)
"I had an amazing time, everything was perfect- the food, the rooms, the people. I’m already planning a return trip."

Reviewed on 29 Jun. 2025

Get rates
Couples Tower Isle All Inclusive
See all 2,604 properties in Middlesex County
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

Cheap Holidays

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beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Middlesex County holiday package cost?
Starting from a low AU$1,327, a package is your passport to inexpensive travel. Create your own Middlesex County trip by selecting from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Middlesex County?
It's easy. Just bundle. Flights, rental cars and hotels --- combine whatever you need into a Middlesex County holiday package to save a pile of cash. Score even bigger bargains when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to put together your trip your way. We offer more than 550 airlines and 1 000 000 hotels around the world, so that everyone has a chance to travel and live out those holiday fantasies.
Where should I stay in Middlesex County?
Ocho Rios is a great place to explore. It lures many people who come to explore its major sights, like Dunns River Falls and Turtle Beach.
What are the top hotels in Middlesex County?
When it comes to hotels in Ocho Rios, Riu Ocho Rios and Bahia Principe Luxury Runaway Bay are two excellent options. If you're also staying in St. Anns Bay, Bahia Principe Grand Jamaica and Moon Palace Jamaica will make you feel right at home.
How far in advance should I book my Middlesex County holiday?
Travellers can normally browse international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Middlesex County travel package include?
Hotels, flights and car rentals --- we connect you to the very best deals. All you'll have to do is decide on your ideal combination. After you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to customize an exciting Middlesex County escape.
What should I know before booking a Middlesex County travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like sightseeing tours or experiences. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Middlesex County Expedia holiday package?
Yes, you sure can. Expedia has access to more than 550 partner airlines globally, so go with the carrier that suits your travel preferences.
If I'm not able to travel, can I cancel my Middlesex County holiday package?
We get it --- life sometimes gets in the way of your plans. If you've booked a Middlesex County holiday package and need to cancel or amend it, we can help. We suggest taking a look at our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Middlesex County

Dunn\'s River Falls which includes rainforest and a waterfall

Dunn's River Falls

Hike through verdant tropical rainforest to enjoy these beautiful cascading falls.

Dunn's River Falls
Mystic Mountain featuring a coastal town and a bay or harbour

Mystic Mountain

5/5(1 review)

This popular and exhilarating attraction allows you to experience Jamaica's beautiful rainforest at top speed.

Mystic Mountain
Hellshire Beach

Hellshire Beach

Why not spend a care-free afternoon at Hellshire Beach during your travels in Hellshire?

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