Middlesex County Holidays

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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 Sovereign Village Mall and Fort Clarence Beach.

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Top hotels in Middlesex County

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle Tower Isle Saint Mary
9/10 Wonderful! (1,000 reviews)
The best vacation I’ve had in years. Couples staff takes care of everything from the welcome right at the bus, to the way they get to know the guests. The room was clean and the amenities were unparalleled. I would recommend Couples resort to anyone who would here. Truly a magical experience.

Reviewed on 29 Jan 2026

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Couples Tower Isle All Inclusive
GoldenEye

GoldenEye

4 out of 5
Oracabessa Oracabessa St. Mary
The price is Rp12.337.710 per night from 2 Mar to 3 Mar
Rp12.337.710
Rp14.822.038 total
2 Mar - 3 Mar
includes taxes & fees
9.2/10 Wonderful! (135 reviews)
Gorgeous hotel very friendly lovely staff great setting shame had to pay for breakfast would prefer if included …

Reviewed on 9 Jan 2026

GoldenEye
Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

4 out of 5
Paradise Cove Drive Runaway Bay Saint Ann
8.2/10 Very Good! (1,000 reviews)
Excellent stay, highly recommended. Hope to return soon 😍

Reviewed on 17 Mar 2025

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Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive
See all 2,719 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.

Popular places to visit

Dunn\'s River Falls showing rainforest and a cascade

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 which includes a coastal town and a bay or harbour

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
View of Runaway Bay beach

Ocean View Beach

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 romantic area.

Ocean View 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 .
What months are the cheapest to book a flight to Middlesex County?
A good month to purchase low-cost fares to Middlesex County is February. It's worth remembering that in the USA, the most expensive time to reserve a seat is the festive month of December.
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.

How long is a flight to Middlesex County?
The flight time will all depend on your point of departure. This list of the most popular routes to Middlesex County will give you a good idea of what to expect:
  • Chicago, IL Airport (ORD-O'Hare Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 4 hours and 4 minutes
  • St. Louis, MO Airport (STL-Lambert-St. Louis Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 3 hours and 35 minutes
  • Boston, MA Airport (BOS-Logan Intl.) to Sir Donald Sangster Intl. Airport (MBJ) - 4 hours and 18 minutes

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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.