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 Getaway Villa at Draxhall
CA $1,341
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.8/10 Exceptional! (6 reviews)
Clean family friendly and the manager is what you want when you haas a long flight she so welcoming and pleasant, big up Miss Powell.
Reviewed on Mar 12, 2026
Sunset at the Palms Resort - Adults Only - All Inclusive
CA $2,143
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Great property with a terrific pool and private beach across the street. Food was tasty and diverse options available. Staff was friendly and helpful. Perfect place to unplug and relax.
Reviewed on Aug 29, 2026
Ocho Rios Villa at The Palms
CA $1,535
per person
Oct 16 - Oct 21
found 1 day 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
Ocho Rios Villa at the Palms IV
CA $1,470
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
6/10 (2 reviews)
We were greeted by Ms Kathy who took us on a tour of the villa. It was very nice and more than enough space for me and my 4 girls. The pool/clubhouse was very very nice. I was very skeptical of doing this online and this place did not disappoint. I will be returning! Big ups to Kathy!!!
Reviewed on Mar 23, 2018
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
Caribbean Estates
While there might not be top attractions in Caribbean Estates, you can explore the larger area and discover places like Hellshire Beach and Caymanas Golf and Country Club.
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.
Bridgeport
Though Bridgeport might not have many top sights, you can venture to the surrounding area to see attractions like Hellshire Beach and Old Gaol House.
New Buckfield
While there might not be top attractions in New Buckfield, you can explore the larger area and discover places like Mahogany Beach and Turtle River Park.
Great Pond
If you're looking for some top things to see and do in Great Pond and surrounding area, you can visit Mahogany Beach and Ocho Rios Clock Tower.
Ready to book your vacation to Middlesex County?
Middlesex County Hotel Deals
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
Salt Coppers Runaway Bay Saint Ann
CA $459
CA $459 total
Sep 29 - Sep 30
includes taxes & fees
Couples Tower Isle All Inclusive
Tower Isle Tower Isle Saint Mary
9/10 Wonderful! (1,005 reviews)
"We had an absolutely wonderful vacation at Couples Tower Isle! Our room was very clean, and the air conditioning worked amazingly—which made coming back to the room after a day in the Jamaican sun so comfortable. The food was incredible, even at the buffet! We truly couldn’t have asked for more helpful, ..."
Reviewed on Aug 29, 2026
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.
Stay near popular Middlesex County attractions
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.
Mystic Mountain
8.8/10 (1,373 reviews)
Enjoy the rainforest at top speed by gliding down a huge hill in a bobsled, a fun activity for the whole family.
Runaway Bay Beach
8.6/10 (2,822 reviews)
If a restful vacation is part of your travel plans, Runaway Bay Beach might be the perfect place to seek out during your trip to Runaway Bay. Discover the top-notch restaurants and entertainment choices in this romantic area.
Cool Blue Hole
9.4/10 (357 reviews)
Explore the great outdoors at Cool Blue Hole and enjoy the beautiful waterfalls during your trip to Ocho Rios. Stroll along the seaside or experience the entertainment choices in this romantic area.
Photo by Aisha Sylvester
Hellshire Beach
8.2/10 (148 reviews)
Why not spend a carefree afternoon at Hellshire Beach during your travels in Hellshire?
Ocean View Beach
8.6/10 (1,254 reviews)
Why not spend a carefree afternoon at Ocean View Beach during your travels in Runaway Bay? Discover the top-notch restaurants and entertainment choices in this romantic area.
Mahogany Beach
8.4/10 (382 reviews)
Why not spend a carefree afternoon at Mahogany Beach during your travels in Ocho Rios? Wander the riverfront or discover the beautiful waterfalls in this romantic area.
Ocho Rios Fort
8.4/10 (522 reviews)
Learn about the local history of Ocho Rios with a stop at Ocho Rios Fort. Stroll along the riverfront or discover the beautiful waterfalls in this romantic area.
Frequently asked questions
How much does a Middlesex County vacation package cost?
Starting from a low CA $1,341, 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.
