Middlesex County Trip

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Top Middlesex County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
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 ₹148,522, price is now ₹89,950 per person
₹89,950
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Toronto (YYZ) to Montego Bay (MBJ)
7.6/10 Good! (11 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

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was ₹167,549, price is now ₹98,673 per person
₹98,673
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.4/10 Very Good! (2,543 reviews)
my family and I had a wonderful week here! We loved the food, the pool activities, how passionate the staff were and of course the lovely scenery & weather of jamaica!

Reviewed on 1 Dec 2025

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Save 100% on your flight
Price was ₹202,670, price is now ₹121,377 per person
₹121,377
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.4/10 Very Good! (3,680 reviews)
Everything was spotless the best place to stay in Jamaica the food was great such as steakl and blue moon was my favorite one was amazing 5 nights there i will go back one day…

Reviewed on 27 Feb 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was ₹194,397, price is now ₹119,282 per person
₹119,282
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.4/10 Very Good! (3,949 reviews)
I recently had an excellent stay at the Ocean Coral Springs Resort that exceeded all my expectations. From the moment I arrived, the staff welcomed me warmly and handled everything quickly and professionally. The room was spotless, spacious, and tastefully decorated, with a stunning view that made the experience even more special. The bed was incredibly comfortable. The hotel’s facilities, including the restaurant were top-notch, and every detail reflected quality. What truly made the stay exceptional was the attentive service. The staff went above and beyond to make sure I was comfortable. It was a relaxing, memorable experience, and I would gladly return again.

Reviewed on 26 Feb 2026

Moon Palace Jamaica – All Inclusive

Moon Palace Jamaica – All Inclusive

5 out of 5
Save 100% on your flight
Price was ₹193,495, price is now ₹135,183 per person
₹135,183
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.2/10 Very Good! (1,845 reviews)
The staff were very courteous, but when I checked in; the floor in my room wasn't to my satisfaction.

Reviewed on 27 Feb 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
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.

Find hotels in Caribbean Estates

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
9.2/10 Wonderful! (1,001 reviews)
Loved the place me and my husband will be back in July

Reviewed on 25 Feb 2026

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Couples Tower Isle All Inclusive
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Salt Coppers Runaway Bay Saint Ann
8.4/10 Very Good! (2,336 reviews)
Great place

Reviewed on 10 Dec 2025

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Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
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)
Jewel Paradise Cove exceeded my expectations. Beautiful ocean views, peaceful atmosphere, amazing staff, and delicious food. The perfect place to unwind in Ocho Rios. Highly recommend!

Reviewed on 12 Feb 2026

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Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive
See all 2,743 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

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

Dunn's River Falls
Mystic Mountain which includes a coastal town and a bay or harbour

Mystic Mountain

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

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

Runaway Bay Beach

If a restful holiday is part of your travel plans, Runaway Bay Beach might be the perfect place to visit during your trip to Runaway Bay. Discover the top-notch restaurants and entertainment choices in this relaxing 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 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.