Middlesex County Holidays from £1,151

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Your Middlesex County Holiday

When your wanderlust is calling, answer it with an Middlesex County holiday package. If you're headed to Spanish Town, get ready to enjoy this city's culture, walking trails, history and more. Start your trip to Middlesex County with a few nights in Ocho Rios visiting popular sights like Dunn's River Falls and Turtle Beach. Runaway Bay is another city that lures crowds from far and wide. Runaway Bay Beach and Puerto Seco Beach Park are two of the top places to see in this destination. When you're ready to stop dreaming and start doing, Expedia will help turn your Middlesex County holiday into reality.

Top Middlesex County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade VI

Ocho Rios Villa at Coolshade VI

Save 100% on your flight
£1,151
per person
30 Nov - 7 Dec
found 9 hours 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

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

£1,739
per person
30 Nov - 7 Dec
found 9 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
8.4/10 Very good! (4,293 reviews)
Staff was nice, all restaurants were not opened everyday but Martha market food was great and Tasty.

Reviewed on 9 Sept 2026

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

Falmouth Historic Town Centre
Save 100% on your flight
£1,815
per person
30 Nov - 7 Dec
found 9 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
8.8/10 Excellent! (2,977 reviews)
👌

Reviewed on 9 Sept 2026

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

Save 100% on your flight
£1,441
per person
10 Nov - 17 Nov
found 1 day ago
Return flight included
London (LHR) to Montego Bay (MBJ)
9/10 Wonderful! (1,704 reviews)
We had the pleasure of staying a few nights and it was an amazing experience for my family and I. The amenities were excellent and the staff was very attentive! Can’t wait to go back for a long stay!!

Reviewed on 8 Sept 2026

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Save 100% on your flight
£1,836
per person
10 Nov - 17 Nov
found 1 day ago
Return flight included
London (LHR) to Montego Bay (MBJ)
8.6/10 Excellent! (181 reviews)
This resort is fantastic but personally i feel paying extra to be signature level wasnt really work it. I dont feel like we had and priority when making resturant reservations, because of this we werent able to dine in one of the restaurants on day one, we tried to do the walk up and see if they could get us in and where told to come back at 730, when we did they told us the just took a large group in and couldnt guarantee how long it would take to get service. after traveling all day we just wanted to sit down and eat a good meal. so we left and went to the sports bar, that was a huge mistake. we sat there for 15-20 min and not a single worker came to out take yet 3 or 4 where standing and talking by the bar, and 4 other groups came in and where greeted within 45 seconds. the only difference between us and the other groups is we are white. we finally left after 20 minutes. we decided to try it again a few days later and same situation completely ignored! we just ate off the small buffet and went up to the bar. we where there maybe an hour and not once did someone come to our table. it was like we where completely invisible. this was the only place we were treated like this, everywhere else was fantastic. The main reason why i booked this resort was the spa facility and i was not disappointed! it is absolutely beautiful! i really enjoyed the turkish bath! I did get a massage as well and it was great also! the hibachi and steakhouse where really good, the rest where ok.

Reviewed on 5 Sept 2026

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 pier extending into a turquoise sea, surrounded by lush greenery and buildings with red roofs.

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.

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

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.

An aerial view of a densely populated residential area with a mix of single and multi-story houses, surrounded by green spaces and roads.

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.

A beach with clear turquoise water, a row of tiki statues, and a white house with a balcony in the background.

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 Beach.

A coastal town with turquoise waters, a sandy beach, and buildings on a hillside.

River Oaks

While River Oaks isn't home to many top sights, White River Reggae Park and Mahogany Beach are some notable places to visit nearby.

Middlesex County Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)

Top hotels in Middlesex County

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann
£244
8 Oct - 9 Oct
includes taxes & fees
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

Tower Isle Tower Isle Saint Mary
9.2/10 Wonderful! (1,017 reviews)
"We stay in the Spa Villas and the amenities can not be beat. We had a little hiccup where our room was overrun with ants and they upgraded us to a bigger space room. The staff is amazing. They really make you feel like you are valued. We can’t wait to return next year!"

Reviewed on 8 Sept 2026

Get rates
Couples Tower Isle All Inclusive
Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

201 Runaway Bay Runaway Bay Saint Ann
Franklyn D. Resort & Spa
See all 2,900 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.

Stay near popular Middlesex County attractions

A waterfall cascading over rocks in a forested area with a 'No Carving of Rocks' sign.

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
A water slide with a pool at the bottom, surrounded by lush greenery and a view of a coastal town.

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.
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A beach with clear turquoise water, a thatched-roof hut, and a large resort building in the background.

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.
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A waterfall cascading over rocks into a turquoise pool surrounded by dense forest.

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.
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A beach with a lifeguard tower, thatched umbrellas, and a calm sea.

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.
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A beach with a wooden structure and a stone wall.
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?
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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.
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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.
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Frequently asked questions

How much does a Middlesex County travel package cost?
Our Middlesex County travel packages, which start from as low as £1,151, are an easy way to save precious money. Choose your preferred hotels, flights and rental car to create your dream itinerary.
If I'm not able to travel, can I cancel my Middlesex County travel package?
Yes you can, and we're here to help. You may be able to change or cancel your Middlesex County travel package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Middlesex County?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you dollars too. A Middlesex County travel package makes it simple to put together the ideal trip. With more than 550 airlines throughout the world to pick from, finding flights that suit your schedule won't be hard. In addition to that, we've got over 1,000,000 hotels globally to take your pick of. Now that's what you call choice. Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Middlesex County holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you want to grab an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
How far in advance should I book my Middlesex County holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're unable to do so, don't despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Middlesex County travel package include?
Rental cars, flights and hotels, or any combination of the three — it's your choice. Whether you're headed to Middlesex County with the whole family or adventuring with your friends, there's a bundle to match every budget and style. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Middlesex County travel package?
Our prices are always low. However, you'll grab even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Middlesex County Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the carrier you want and craft your ideal Middlesex County escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.