Middlesex Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Middlesex

SeaGarden Beach Resort - All Inclusive
SeaGarden Beach Resort - All Inclusive
3.5 out of 5
8 Kent Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
The price is S$297 per night from 25 Nov to 26 Nov
S$297
includes taxes & fees
25 Nov - 26 Nov
7.4/10 Good! (2,597 reviews)
"Great staff ,good selection of food on the buffets, beautiful private beach. Can walk too many shops and places nearby. Mattress was hard."

Reviewed on 21 Nov,2024

SeaGarden Beach Resort - All Inclusive
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
4 out of 5
7 Jimmy Cliff Blvd, Montego Bay, Saint James
The price is S$605 per night from 25 Nov to 26 Nov
S$605
includes taxes & fees
25 Nov - 26 Nov
9.4/10 Exceptional! (1,746 reviews)
"Food experience"

Reviewed on 20 Nov,2024

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
4.5 out of 5
The Point, Lucea, Hanover
The price is S$462 per night from 10 Dec to 11 Dec
S$462
includes taxes & fees
10 Dec - 11 Dec
7.6/10 Good! (1,340 reviews)
"The staff was exceptionally well. I really appreciate the housekeeping staff member chaundra. My room was 3013 please know she did a excellent service for my wife and I that needs to be recognized also the shuttle drivers to and from our room was awesome and helpful Sahsha was very hospitable to ..."

Reviewed on 20 Nov,2024

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
See all 1,548 properties in Middlesex
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 holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Middlesex from just . And the more you bundle, the more money you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Middlesex?
Bundling your flight and hotel with Expedia won’t just save precious time — it’ll save you cash too. A Middlesex holiday package makes it simple to create your dream adventure. With more than 550 airlines all over the world to choose from, finding flights that fit your busy schedule won’t be an issue. In addition to that, we have over 1,000,000 hotel options globally to take your pick of. Now that’s choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Middlesex?
With so much to explore in Middlesex, we recommend you lock in a hotel near its attractions. Dolphin Cove Negril, Hanover Museum and Headland are some fascinating ones to add to your itinerary.
How far in advance should I book my Middlesex holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Middlesex sometimes occur a few weeks before departure.
What does an Expedia Middlesex travel package include?
With Expedia, you can choose a combination of hotels, car rentals and flights to create your perfect Middlesex travel package. Once you’ve made your booking, you can add on the fun stuff like sightseeing tours and activities. Don’t forget, the more you bundle, the bigger the savings!
What should I know before booking a Middlesex travel package?
Whether it’s relaxation or adventure you’re after, a Middlesex holiday package lets you organise your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Middlesex Expedia holiday package?
You sure can. We offer more than 550 partner airlines around the world, so pick the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my Middlesex holiday package?
Don’t worry if you’re rethinking your Middlesex holiday package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally get that life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll take care of it.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.