Middlesex County Holidays from AU$1,936

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Your Middlesex County Holiday

Lock in a Middlesex County holiday 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 customised Middlesex County holiday today.

The Latest Middlesex County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Save 100% on your flight
Price was AU$3,508, price is now AU$1,936 per person
AU$1,936
per person
10 July - 16 July
found 2 hours ago
Return flight included
Miami (MIA) to Montego Bay (MBJ)
8.6/10 Excellent! (9 reviews)
Clean, great customer service. Most importantly we felt safe. Would definitely stay again and again!!

Reviewed on 10 Oct 2024

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was AU$5,473, price is now AU$2,887 per person
AU$2,887
per person
10 July - 16 July
found 2 hours ago
Return flight included
Miami (MIA) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,007 reviews)
Amazing. The beach is across the street from the resort the food is amazing. If you’re allergic to cats you might have an issue. Cats walk around the resort. The rooms are very nice. The balcony is really nice. Overall a very nice resort if your looking for a couples retreat not so much partying

Reviewed on 10 June 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
Price was AU$5,465, price is now AU$3,101 per person
AU$3,101
per person
10 July - 16 July
found 2 hours ago
Return flight included
Miami (MIA) to Montego Bay (MBJ)
8/10 Very Good! (1,391 reviews)
​We had a pleasant stay and would recommend this property. The hotel itself is in condition, and the staff were consistently wonderful and helpful throughout our visit. My only complaints are that the breakfast menu is repetitive and the excursion desks was problematic. Avoid booking tours through the representatives at the hotel—if your plans change, they will refuse a refund and send you on a wild goose chase to resolve it with other companies." We ended up losing about $250.USD. they refused us a refund

Reviewed on 9 June 2026

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
Price was AU$5,142, price is now AU$2,953 per person
AU$2,953
per person
10 July - 16 July
found 2 hours ago
Return flight included
Miami (MIA) to Montego Bay (MBJ)
8/10 Very Good! (1,539 reviews)
Great staff and easy to communicate with

Reviewed on 8 June 2026

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

5 out of 5
Save 100% on your flight
Price was AU$5,387, price is now AU$3,272 per person
AU$3,272
per person
10 July - 16 July
found 2 hours ago
Return flight included
Miami (MIA) to Montego Bay (MBJ)
8.6/10 Excellent! (157 reviews)
The rooms were very nice and the staff were very friendly and helpful. We went in May and every time it rained the lobby’s were flooded. One day the air conditioning was off in the restaurants and it was super hot. Overall, we still enjoyed ourselves. The dolphin swimming is a must do. We mostly chilled at the ocean and beach. I would recommend this resort.

Reviewed on 6 June 2026

Our guide on 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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Great Pond

While there might not be top attractions in Great Pond, you can explore the larger area and discover places like Coconut Grove Shopping Village and Mahogany Beach.

Find hotels in Great Pond

Middlesex County Holiday

Middlesex County Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Top Sights
Dunns River Falls, Turtle Beach and Dolphin Cove

Our pick of the best Middlesex County Hotel Deals

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 AU$537 per night from 12 June to 13 June
AU$537
12 June - 13 June
includes taxes & fees
8.4/10 Very Good! (2,359 reviews)
"The property is beautiful. The staff was very nice and helpful. We had a gorgeous view over looking the ocean. I would definitely recommend this property."

Reviewed on 10 June 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! (1,014 reviews)
"This was my first time at couples tower isles but it certainly won’t be the last. From start to finish my stay was exceptional. The room was really nice, the staff was so hospitable, and the food was delicious at every single restaurant. There’s nothing I tried there that I didn’t like. I thoroughly ..."

Reviewed on 9 June 2026

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Couples Tower Isle All Inclusive
Tiamo Beach Resort and Spa

Tiamo Beach Resort and Spa

4 out of 5
Pear Tree Bottom, Runaway Bay St. Ann
Fully refundableReserve now, pay when you stay
The price is AU$394 per night from 28 June to 29 June
AU$394
28 June - 29 June
includes taxes & fees
8.4/10 Very Good! (15 reviews)
"Great property. It will better as the rooms are upgraded a bit. Hotter showers and better shower drainage for example."

Reviewed on 2 June 2026

Tiamo Beach Resort and Spa
See all 2,804 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

Dunn's River Falls

Hike through verdant tropical rainforest to enjoy these beautiful cascading falls.

Dunn's River Falls
Mystic Mountain

Mystic Mountain

5/5(1 review)

This popular and exhilarating attraction allows you to experience Jamaica's beautiful rainforest at top speed.

Mystic Mountain
Hellshire Beach

Hellshire Beach

Why not spend a care-free afternoon at Hellshire Beach during your travels in Hellshire?

Hellshire Beach

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.