Middlesex County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Middlesex County
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade VI
€1,376
per person
9 Nov - 16 Nov
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
9.8/10 Exceptional! (8 reviews)
This was my 3rd trip to Jamaica, and I wanted to try something different from the expensive all inclusive resorts. After my experience here, I won't be booking resorts again. Getting a whole lot more bang for your buck with the villa booking. The property manager, Mr Davy, was very kind and attentive from the moment I landed, and stayed in touch even after I landed back home to make sure I made it back to my destination safely. He's always a quick whatsapp message or a phone call away if you need anything. The area is very quiet, and the villa was spotless. Highly recommend!
Reviewed on 20 Sept 2022
Ocho Rios Villa at The Palms
€1,482
per person
9 Nov - 16 Nov
found 1 day ago
Return flight included
London (LON) 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 8 May 2019
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
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.
Greater Portmore
When in Greater Portmore, you can plan a visit to Sovereign Village Mall and Hellshire Beach, some noteworthy sights in the nearby area.
New Buckfield
If you're looking for some top things to see and do in New Buckfield and surrounding area, you can visit Mahogany Beach and Turtle River Park.
Bridgeport
If you're looking for some top things to see and do in Bridgeport and surrounding area, you can visit Sovereign Village Mall and Hellshire Beach.
Great Pond
While there might not be top attractions in Great Pond, you can explore the larger area and discover places like Mahogany Beach and Ocho Rios Clock Tower.
Top hotels in Middlesex County
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
Salt Coppers Runaway Bay Saint Ann
€292
19 Sept - 20 Sept
includes taxes & fees
8.4/10 Very good! (2,501 reviews)
"Great improvement."
Reviewed on 17 Sept 2026
Couples Tower Isle All Inclusive
Tower Isle Tower Isle Saint Mary
The Garden Hotel Mandeville
4 Hotel St Mandeville Manchester Parish
Fully refundableReserve now, pay when you stay
€193
18 Sept - 19 Sept
includes taxes & fees
9.4/10 Exceptional! (19 reviews)
"The staff are exceptionally welcoming and professional, fostering a warm and inviting environment. The property is meticulously maintained and clean. While opportunities for enhancement are minimal, I thoroughly enjoyed my stay. Lerone"
Reviewed on 17 Sept 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 holiday is part of your travel plans, Runaway Bay Beach might be the perfect place to visit during your trip to Runaway Bay. Discover the top-notch restaurants and entertainment choices in this relaxing 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 beautiful beaches or experience the entertainment choices in this romantic area.
Ocean View Beach
8.6/10 (1,254 reviews)
Why not spend a care-free afternoon at Ocean View Beach during your travels in Runaway Bay? Discover the top-notch restaurants and entertainment choices in this relaxing area.
Photo by Aisha Sylvester
Hellshire Beach
8.2/10 (148 reviews)
Why not spend a care-free afternoon at Hellshire Beach during your travels in Hellshire?
Mahogany Beach
8.4/10 (382 reviews)
Why not spend a care-free 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 seaside or discover the beautiful waterfalls in this romantic area.
Frequently asked questions
How much does a Middlesex County holiday package cost?
Starting from a low €1,376, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
