Middlesex County Holidays from £1,088

Book a Hotel + Flight or Car together to unlock savings

Photo by Mike Gauthier

  • Plan, book, travel with confidence

  • Better together

    Save up to £250 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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.
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Price was £3,046, price is now £1,088 per person
£1,088
per person
2 Jul - 9 Jul
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
7/10 Good! (51 reviews)
The only concern we had was that there is no restaurants within walking distance,

Reviewed on 20 May 2024

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was £2,947, price is now £1,519 per person
£1,519
per person
2 Jul - 9 Jul
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Save 100% on your flight
Price was £2,580, price is now £1,509 per person
£1,509
per person
2 Jul - 9 Jul
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
9.4/10 Exceptional! (23 reviews)
Clean and family friendly

Reviewed on 3 Apr 2026

Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Save 100% on your flight
Price was £2,605, price is now £1,548 per person
£1,548
per person
2 Jul - 9 Jul
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
No reviews
Ocho Rios Getaway Villa at The Palms

Ocho Rios Getaway Villa at The Palms

4 out of 5
Save 100% on your flight
Price was £2,223, price is now £1,350 per person
£1,350
per person
27 May - 3 Jun
found 15 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
9.4/10 Exceptional! (8 reviews)
The villa was clean and well appointed. There was comfortable space for four adults though the lounge became somewhat cramped when the fifth adult arrived. There was a sense of safety and security at all times, which was welcome. Everything worked! Though rather removed from the beach there was easy access nonetheless. Other amenities were a short drive away. The corner deli, Scotchies for jerk delights and the petrol station. The highway and Ocho Rios proper were also easily accessible.

Reviewed on 31 Mar 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
Aerial view of Ocho Rios, Jamaica

Caribbean Estates

Though Caribbean Estates may not have many top sights, you can venture to the surrounding area to see attractions like Hellshire Beach and Caymanas Golf and Country Club.

Find hotels in Caribbean Estates

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 - All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

4.5 out of 5
Salt Coppers Runaway Bay Saint Ann
The price is £300 per night from 1 May to 2 May
£300
1 May - 2 May
includes taxes & fees
8.4/10 Very Good! (2,272 reviews)
Staff was friendly and courteous . I had a very pleasant experience and would return

Reviewed on 24 Apr 2026

Bahia Principe Escape Runaway Bay - All Inclusive
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle Tower Isle Saint Mary
9.2/10 Wonderful! (1,001 reviews)
I would never recommend this property. It is dated and worn out. The food was terrible and yet somehow everything tasted the same. We couldn’t even try some of the restaurants on property because they were either closed or no reservations available. The 2 hot tubs we saw were filthy and damaged. ...

Reviewed on 20 Apr 2026

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

Franklyn D. Resort & Spa

4 out of 5
201 Runaway Bay Runaway Bay Saint Ann
8.6/10 Excellent! (437 reviews)
With the possible exception of some places in Italy, I have NEVER been to such a child-friendly environment. The staff were incredible and made us feel like home. It was like staying in a Jamaican uncle's house on the beach. We will definitely go back!

Reviewed on 13 Apr 2026

Get rates
Franklyn D. Resort & Spa
See all 2,768 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Dunn's River Falls

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

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
Pond turtle on a log. Gilchrist Blue Springs State Park, Florida, US

Turtle River Park

Enjoy the beautiful waterfalls and explore Turtle River Park, a lovely green space in Ocho Rios. Visit the shops and top-notch restaurants in this romantic area.

Turtle River Park

Frequently asked questions

Can I cancel my flight booking to Middlesex County due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel questions, including about flight cancellations and changes due to COVID-19. For greater peace of mind, we recommend looking over the terms and conditions of your preferred airline before booking your next flight.
What's the best way to find cheap flights to Middlesex County that have flexible change policies?
Search for cheap fares to Middlesex County, then tick the "No change fee" box below the "Flexible change policies" filter. From then on it's smooth sailing. We appreciate that plans change and flexibility is important, so you can book with confidence with Expedia.
What are some of the general tips for travellers to Middlesex County during the COVID-19 outbreak?
COVID-19 has resulted in big changes to how we travel. If you plan to visit Middlesex County, these tips will help you navigate this new travelling reality:
  • Before booking anything, check if any travel restrictions apply — in both your destination and origin. Get up-to-date information by reviewing government travel advisories.
  • You're required to wear a face mask throughout your travel experience, including at security checkpoints. Be prepared to lower your mask to verify your identity when asked by a TSA employee.
  • Instead of handing a TSA officer your boarding pass, position it directly on the scanner yourself. Then, hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag to be screened.
  • Place any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Middlesex County?
American Airlines is a popular airline servicing Middlesex County. Look up airfares to Sir Donald Sangster Intl. Airport (MBJ) and you'll have 277 American Airlines flights each month to select from.
How can I find cheap tickets to Middlesex County?
For the best deal to Middlesex County, book ahead of time. Also use Expedia's handy "flexible dates" link at the top of your search results. This will compare prices for similar time frames. In the last seven days, was the lowest price for a flight to Middlesex County.
How much is a flight to Middlesex County?
One-way flights leaving () sold for as little as in the last seven days. During this time, the price of a return journey to Middlesex County varied between and . If you find a fantastic deal, book fast — these prices don't hang around.
What are the most popular airports to fly into in Middlesex County?
Pack your bags and jet into Sir Donald Sangster Intl. Airport (MBJ), Middlesex County's major flight hub. Book a fare on one of the 1063 flights that touch down at this top destination each month.
When is the cheapest time to fly to Middlesex County?
If you'd prefer to spend your holiday dollars getting to know Middlesex County rather than on your flight there, leave earlier in the week. The most cost-effective day to travel is generally Tuesday, with Monday close behind. With many folks travelling on the weekend, Saturday often has the costliest fares.
How much is a plane ticket to Middlesex County?
In the last seven days, ticket prices to Middlesex County varied from to .
Which airlines with flights to Middlesex County employ COVID-19 cleanliness policies?
In response to the ongoing COVID-19 pandemic, airlines have rolled out additional actions and measures to help their passengers and staff get back in the skies. Here are a few examples:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* 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.