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.
Ocho Rios Villa at Coolshade

Ocho Rios Villa at Coolshade

3.5 out of 5
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
6/10 (18 reviews)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
No reviews
Retreat Plantation House

Retreat Plantation House

3 out of 5
per person
Sep 14 - Sep 21
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
10/10 Exceptional! (1 review)
Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
No reviews

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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River Oaks

While there might not be top attractions in River Oaks, you can explore the larger area and discover places like White River Reggae Park and Coconut Grove Shopping Village.

Find hotels in River Oaks

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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 CA $371 per night from Sep 10 to Sep 11
CA $371
CA $371 total
Sep 10 - Sep 11
includes taxes & fees
7.4/10 Good! (2,539 reviews)
"Great resort, a little dated. The room temp is on a fixed setting. I have the ocean view- not privileged option, tuned out good. Food should could have better options in buffet. The a la carte was great - I’m a foodie so that means a lot to me for the tastier options. This is my 5th time in Jamaica ..."

Reviewed on Aug. 11, 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 CA $445 per night from Sep 10 to Sep 11
CA $445
CA $445 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very Good! (2,556 reviews)
"Beautiful"

Reviewed on Aug. 8, 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! (1,006 reviews)
"Beautiful resort. Perfect for folks our age (early 40s). Plenty to do without being huge. Easy access to off resort activities also."

Reviewed on Aug. 11, 2025

Get rates
Couples Tower Isle All Inclusive
See all 2,583 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.
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Discover the most popular places to visit in Middlesex County

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

Dunn's River Falls

The natural mineral pools under these beautiful terracing waterfalls are a refreshing treat after a hike through this tropical paradise.

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

Mystic Mountain

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 showing interior views and caves

Green Grotto Caves

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

Frequently asked questions

How much does a Middlesex County vacation package cost?
Starting from a low CA $1,388, 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.