Middlesex County Vacation Packages

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Your Middlesex County Vacation

Lock in a Middlesex County vacation 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 customized Middlesex County vacation today.

Top Middlesex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall

Blue Seas Two Unity Hall

3 out of 5
Price was CA $2,758, price is now CA $1,117 per person
CA $1,117
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
No reviews

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was CA $5,917, price is now CA $2,283 per person
CA $2,283
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (3,992 reviews)
Staff were helpful and friendly

Reviewed on Oct 29, 2026

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was CA $3,977, price is now CA $1,894 per person
CA $1,894
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good people, fantastic accommodations. Recommended...

Reviewed on May 8, 2019

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was CA $5,860, price is now CA $2,809 per person
CA $2,809
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,000 reviews)

Retreat Plantation House

Retreat Plantation House

3 out of 5
Price was CA $3,031, price is now CA $1,496 per person
CA $1,496
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
10/10 Exceptional! (1 review)
Totally enjoyed our stay at Retreat Plantation, home away from home , excellent management, Robin and his housekeepers we're L extremely pleasant. We would definitely go again!

Reviewed on Feb 17, 2017

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
A coastal town with houses near the beach, a pier, and mountains in the background.

Greater Portmore

While Greater Portmore isn't home to many top sights, Hellshire Beach and Fort Clarence Beach are some notable places to visit nearby.

Find hotels in Greater Portmore

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Middlesex County Hotel Deals

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

4.5 out of 5
Salt Coppers Runaway Bay Saint Ann
The price is CA $479 per night from Nov 30 to Dec 1
CA $479
CA $479 total
Nov 30 - Dec 1
includes taxes & fees
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle Tower Isle Saint Mary
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Couples Tower Isle All Inclusive
The Garden Hotel Mandeville

The Garden Hotel Mandeville

4 out of 5
4 Hotel St Mandeville Manchester Parish
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Nov 1 to Nov 2
CA $215
CA $273 total
Nov 1 - Nov 2
includes taxes & fees
The Garden Hotel Mandeville
See all 2,987 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Stay near popular Middlesex County attractions

A waterfall in a forested area with people enjoying the water.

Dunn's River Falls

9.2/10 (3,777 reviews)
The natural mineral pools under these beautiful terracing waterfalls are a refreshing treat after a hike through this tropical paradise.
See properties

Frequently asked questions

How much does a Middlesex County vacation package cost?
Starting from a low CA $1,117, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.