Middlesex County Holidays from £1,064

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Your Middlesex County Holiday

When your wanderlust is calling, answer it with an Middlesex County holiday package. If you're headed to Spanish Town, get ready to enjoy this city's culture, walking trails, history and more. Start your trip to Middlesex County with a few nights in Ocho Rios visiting popular sights like Dunn's River Falls and Turtle Beach. Runaway Bay is another city that lures crowds from far and wide. Runaway Bay Beach and Puerto Seco Beach Park are two of the top places to see in this destination. When you're ready to stop dreaming and start doing, Expedia will help turn your Middlesex County holiday into reality.

Top Middlesex County Flight + Hotel 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 £3,031, price is now £1,064 per person
£1,064
per person
28 Jul - 4 Aug
found 22 hours ago
Return flight included
London (LON) 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 20 May 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 £2,686, price is now £1,611 per person
£1,611
per person
14 Aug - 19 Aug
found 22 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
9/10 Wonderful! (1,005 reviews)
Just came back from a six-night stay and loved every second! The perfect resort for an intimate couple’s getaway or a secluded relaxing vacation. The staff was AMAZING — Jamey, Jason, Allison, Lynette, and more names than I can even remember — everyone greeted us so warmly every time we saw them. The food was delicious in every restaurant, and we quickly felt like family. The bungalows were amazing, and the balcony became our favorite part of the room. We loved all of the beautiful plants and flowers on the property, even having a doctor bird visit us on our balcony one afternoon! We got engaged on this trip and felt surrounded by love from the staff and other guests. So many couples celebrating anniversaries and even an elopement on the beach…the entire beach celebrated when they kissed! It was a trip to remember, and we can’t wait to visit again to celebrate something new. If you are looking for a relaxing, low-key, intimate trip where you can disconnect JUST enough, this is the place!

Reviewed on 8 Jun 2026

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
Save 100% on your flight
Price was £9,069, price is now £5,462 per person
£5,462
per person
10 Aug - 16 Aug
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on 1 May 2025

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 £2,841, price is now £1,735 per person
£1,735
per person
10 Aug - 16 Aug
found 1 day ago
Return flight included
London (LON) 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 Jun 2026

Oasis at The Palms

Oasis at The Palms

3 out of 5
Save 100% on your flight
Price was £3,732, price is now £2,293 per person
£2,293
per person
28 Jul - 4 Aug
found 22 hours ago
Return flight included
London (LON) 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
Default Image

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 Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)

Top hotels in Middlesex County

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 £282 per night from 11 Jun to 12 Jun
£282
11 Jun - 12 Jun
includes taxes & fees
8.4/10 Very Good! (2,357 reviews)
"We enjoyed our stay. And do recommend this resort. However, we were not happy that the pool closes at 7. At times, we were quite bored. The entertainment staff was great. Lady T and Chocolate have so much energy!!! But there were times when nothing was happening. You can’t walk to anything. Taxi ..."

Reviewed on 8 Jun 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! (1,010 reviews)
"Best place for couple"

Reviewed on 9 Jun 2026

Get rates
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 £208 per night from 2 Jul to 3 Jul
£208
2 Jul - 3 Jul
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 Jun 2026

Tiamo Beach Resort and Spa
See all 2,803 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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Popular places to visit

Dunn's River Falls

Dunn's River Falls

4.5/5(8 reviews)

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

4/5(5 reviews)

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

4.5/5(11 reviews)

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. Flight-inclusive packages are ATOL protected.