Middlesex Holidays from £2,540
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Your Middlesex Holiday
The adventure-filled city of Middlesex is calling your name. Uncover both its hidden gems and highlights with a Middlesex holiday package that's tailored to you. There's loads to see and do during a trip to Middlesex, including Hanover Museum and Headland. Stop daydreaming and start travelling. Explore the multitude of options on Expedia today and put your Middlesex holiday plans into gear!
Top Middlesex Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive
£2,546
per person
20 Dec - 27 Dec
found 20 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
8.4/10 Very good! (2,519 reviews)
room needs better ventilation and shower leaks water seal around shower needs attention.
Reviewed on 13 Oct 2026
Sunset at the Palms Resort - Adults Only - All Inclusive
£2,612
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Birmingham (BHX) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,003 reviews)
The workers at this resort will make sure your stay is perfect, beautiful place all around.
Reviewed on 11 Oct 2026
Middlesex Essential Information
Language | English |
|---|---|
Currency | Jamaican dollars |
Closest Airport | Sir Donald Sangster Intl. Airport (MBJ) |
Max Temp Winter | 27ºC |
Max Temp Summer | 29ºC |
Top Sights | Half Moon Beach, Tryall Golf Club and Hanover Museum |
Top hotels in Middlesex
Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
£352
25 Oct - 26 Oct
includes taxes & fees
Princess Senses The Mangrove Resort - Adults Only
Industry Cove Green Island Hanover
£418
20 Oct - 21 Oct
includes taxes & fees
9.4/10 Exceptional! (1,094 reviews)
"The rooms are beautiful! I’m in the O’Club. Tons of activities to do. However, the customer service is terrible. The internet has been out 3 of the 4 days I’ve been here, there are rolling blackouts so I wake up hot and sweating in the middle of the night. Everytime I order food at a restaurant, ..."
Reviewed on 14 Oct 2026
Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
£166
30 Oct - 31 Oct
includes taxes & fees
8.2/10 Very good! (2,004 reviews)
"Nice property,conveniently located, reasonable rate for the amenities they have."
Reviewed on 13 Oct 2026
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.
Frequently asked questions
How much does a Middlesex travel package cost?
Get set to book, because a getaway to Middlesex starts from only £2,540. When you bundle your flights, hotels and car rentals into a travel package, you'll walk away with the best deals.
If I'm not able to travel, can I cancel my Middlesex travel package?
Because we understand life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.
How do I get a cheap travel package to Middlesex?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you cash too. A Middlesex holiday package makes it a breeze to arrange the ideal trip. With more than 550 airlines around the world to choose from, finding convenient flights that fit your busy schedule won't be difficult. Not only that, we have over 1,000,000 properties globally to select from. Now that's choice! No matter who you are, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Middlesex holidays?
Expedia has joined forces with online lender Klarna to make your next break a little easier on the wallet. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Check out these flexible payment options:
- Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.
Where should I stay in Middlesex?
With popular attractions such as Dolphin Cove Negril and Hanover Museum in this neighbourhood, look for a hotel situated near either of them. Headland is another Middlesex hot spot that people flock to.
What are the top hotels in Middlesex?
If it's your first time staying in Middlesex, make a reservation at Grand Palladium Jamaica Resort And Spa or Royalton Negril, An Autograph Collection All-Inclusive Resort. Both will make you feel at home and are favourites with many travellers.
How far in advance should I book my Middlesex holiday?
Savvy travellers book early. Air carriers typically release flight tickets nearly 12 months ahead of departure, and this is when you can pick up some of the lowest prices. Boss just told you to take your holiday time next week? Don't fret. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Middlesex travel package include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on some tours and experiences and watch your savings grow. When it comes to creating your Middlesex break, you're in control!
What should I know before booking a Middlesex travel package?
Discover deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a packet just by bundling your bookings. Whether you're taking off on a winter adventure or kicking back on a warm beach, your ideal holiday is just a few clicks away.
Can I choose my airline with a Middlesex Expedia travel package?
Definitely. Expedia has over 550 airline partners to choose from worldwide. With so much choice, finding the ideal carrier to fly you to Middlesex will be a snap.
* 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.
