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 $4,744, price is now CA $1,083 per person
CA $1,083
per person
Aug 29 - Sep 5
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

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was CA $32,000, price is now CA $18,107 per person
CA $18,107
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on May 1, 2025

Ocho Rios Tranquility at Coolshade VII

Ocho Rios Tranquility at Coolshade VII

3 out of 5
Price was CA $2,507, price is now CA $1,432 per person
CA $1,432
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
No reviews
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth Historic Town Centre
Price was CA $4,176, price is now CA $2,396 per person
CA $2,396
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8.8/10 Excellent! (2,681 reviews)
Lovely property and great staff, variety of food was amazing.

Reviewed on Jun 24, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was CA $3,606, price is now CA $2,118 per person
CA $2,118
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8.6/10 Excellent! (5,305 reviews)
Resort was nice and there was always something to do. The bar is always packed but they move fast and the employees know how to have fun. The food was really good and had a big variety. The people are friendly and I would definitely be back!

Reviewed on Jun 23, 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
Panorama of Ocho Rios in Jamaica

River Oaks

While there might not be top attractions in River Oaks, you can explore the larger area and discover places like White River Reggae Park and Mahogany Beach.

Find hotels in River Oaks

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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 $535 per night from Jun 28 to Jun 29
CA $535
CA $535 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,378 reviews)
"This is my 3rd time staying here and I absolutely love it here. The amenities are excellent here. My only gripe was the air in my room was not working as it should but the view was breathtaking. Everything else was amazing!!!! I would always choose this place!"

Reviewed on Jun 24, 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! (1,002 reviews)
"I was expecting a little more considered the price that I paid for the trip. The rooms were small and not that comfortable. The mini bar wasn’t fully stopped. There was no bottles of water in the room no menu to download in the room. I just felt like for the price. It should have been better. The ..."

Reviewed on Jun 23, 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! (449 reviews)
"if you have kids ages babies to I would say 12 this would be the ideal place , quaint intimate and gives parents especially SINGLE MOTHERS A break .They have snorkeling that comes with your stay, scuba if you want I think .. access to an amazing beach off the side of the property.. The food is great ..."

Reviewed on Jun 14, 2026

Get rates
Franklyn D. Resort & Spa
See all 2,809 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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
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 relaxing area.

Runaway Bay Beach
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

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.