Middlesex County Vacations from ￥449,682

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The Latest Middlesex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.8/10 Excellent! (180 reviews)
Smooth check-in, polite and friendly staff.

Reviewed on Jun 16, 2025

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
9.2/10 Wonderful! (194 reviews)
Property is clean and staff very helpful and friendly but there was no daytime activities on the senses side of the property

Reviewed on Jun 17, 2025

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

4.5 out of 5
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.8/10 Excellent! (71 reviews)
It was beautiful...service was outstanding..ali carte restaurants leave a lot to be desired...entertainment great

Reviewed on May 28, 2025

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

4.5 out of 5
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,393 reviews)
The workers were all very kind, including the Expedia folks we booked through. They checked in with us regularly while we were at the property.

Reviewed on Jun 15, 2025

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

4.5 out of 5
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
7.8/10 Good! (1,414 reviews)
The water was perfect. The staff was friendly. The food was great. Our room had cockroaches and the music was blasted until 1:00 am every night.

Reviewed on Jun 15, 2025

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
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Caribbean Estates

While there might not be top attractions in Caribbean Estates, you can explore the larger area and discover places like Sovereign Village Mall and Hellshire Beach.

Find hotels in Caribbean Estates

Find the Best Middlesex County Vacation Packages

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 ￥45,459 per night from Jun 18 to Jun 19
￥45,459
￥45,459 total
Jun 18 - Jun 19
includes taxes & fees
7.4/10 Good! (2,384 reviews)
"I loved the experience A+ ✅Food A+✅ Room A+✅ Staff A+ ✅Price my family paid A+✅ I did not like the Separation of Members Only Section, Roped Beach Area E-❌ Seating Section for Pool Seating Pay 80.00 to sit in cushion section E- ❌. Waiting lines for buffet dinner entry E-❌ No areas or section on a ..."

Reviewed on Jun 16, 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 ￥53,881 per night from Jun 22 to Jun 23
￥53,881
￥53,881 total
Jun 22 - Jun 23
includes taxes & fees
8.2/10 Very Good! (2,478 reviews)
"The priperry is beautiful and the staff is friendly and atrent"

Reviewed on Jun 15, 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)
"This was our first all inclusive vacation. It far exceeded our expectations. We loved access to all the watersports, entertainment, attention to detail and most importantly friendliness of your staff. We felt welcomed by everyone. It was an amazing experience! We will be back!"

Reviewed on Jun 15, 2025

Get rates
Couples Tower Isle All Inclusive
See all 2,577 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.

Frequently asked questions

How much does a Middlesex County vacation package cost?
Starting from a low ￥449,682, 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 vacation 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 vacation 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 vacation?
Travelers 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 vacation is only a couple of clicks away.
Can I choose my airline with a Middlesex County Expedia vacation 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 vacation package?
We get it — life sometimes gets in the way of your plans. If you’ve booked a Middlesex County vacation 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

Mystic Mountain which includes a bay or harbor and a coastal town

Mystic Mountain

4.5/5(189 reviews)

Enjoy the rainforest at top speed by gliding down a huge hill in a bobsled, a fun activity for the whole family.

Mystic Mountain
Green Grotto Caves which includes interior views and caves

Green Grotto Caves

4.5/5(96 reviews)

Discover an underground world with rock formations, light holes, bats and a subterranean lake in a setting that has played a role in local history for centuries.

Green Grotto Caves
Fern Gully showing touring and rainforest

Fern Gully

4.5/5(153 reviews)

Travel on a twisting road, under a canopy of breathtakingly dense rainforest plants, right through the heart of Jamaica.

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