Middlesex County Vacation Packages

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Your Middlesex County Vacation

Lock in a Middlesex County vacation 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 customized Middlesex County vacation today.

Top Middlesex County Vacation 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 CA $4,228, price is now CA $978 per person
CA $978
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 May 20, 2024

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was CA $4,001, price is now CA $1,760 per person
CA $1,760
per person
Jul 3 - Jul 10
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Price was CA $3,393, price is now CA $1,742 per person
CA $1,742
per person
Jul 3 - Jul 10
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.4/10 Exceptional! (23 reviews)
Clean and family friendly

Reviewed on Apr 3, 2026

Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Price was CA $3,165, price is now CA $1,659 per person
CA $1,659
per person
Jul 3 - Jul 10
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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 Oct 10, 2024

Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Price was CA $3,336, price is now CA $1,755 per person
CA $1,755
per person
May 31 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
No reviews

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

While there might not be top attractions in Caribbean Estates, you can explore the larger area and discover places like Hellshire Beach and Caymanas Golf and Country Club.

Find hotels in Caribbean Estates

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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 CA $487 per night from Jun 1 to Jun 2
CA $487
CA $487 total
Jun 1 - Jun 2
includes taxes & fees
8.4/10 Very Good! (2,290 reviews)
Overall I enjoyed the beautiful property, my room was gorgeous, and the swim up bar was pretty awesome too. However, the property was huge and some of the main elevators were down during most of my stay. I had to walk to an elevator that was working or take the stairs to the 6th floor. Even if I ...

Reviewed on Apr 30, 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! (1,000 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 Apr 20, 2026

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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! (442 reviews)
Not as expected. Staff are very pleasant and well groomed. Nothing was open. Pool was never cleaned had to wait to get in and when it did get cleaned it rained. Not much food to choose from.

Reviewed on Apr 29, 2026

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Franklyn D. Resort & Spa
See all 2,787 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

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
Caribbean, Jamaica, Runaway Bay, View of a hotel from a sandy beach

Runaway Bay Beach

If a restful vacation is part of your travel plans, Runaway Bay Beach might be the perfect place to seek out during your trip to Runaway Bay. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Runaway Bay 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 travelers 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 traveling 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 vacation 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 traveling 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.