Middlesex Vacations from ₩3,521,724

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Middlesex Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
per person
Aug 11 - Aug 16
found 21 hours ago
Roundtrip flight included
Seoul (SEL) to Montego Bay (MBJ)
8.2/10 Very Good! (3,519 reviews)
Staff was great, food was excellent, the only thing I did not like is the 3:hour timeshare presentation

Reviewed on Jun 28, 2025

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
per person
Aug 11 - Aug 16
found 21 hours ago
Roundtrip flight included
Seoul (SEL) to Montego Bay (MBJ)
8.2/10 Very Good! (3,293 reviews)
The property was immaculate and clean! Dedra, one of the members of the experience team gave my husband and I a wonderful, romantic evening dinner for two on the beach with rose petals and candle light dinner. It was a delicious dinner with Billy, the saxophone soloist, who delighted us with romantic music throughout the evening. He was amazing! This evening was an experience of a life time to celebrate our 30th anniversary from Ocean Eden Bay experience team. Dedra came in on her day off, to make sure our evening was grand and boy was it ever! Thank you so much, Dedra! You were kind, thoughtful and professional with a surpurb eye for details, making sure everything went right. We appreciate you making our 30th anniversary an evening to remember.

Reviewed on Jun 28, 2025

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

4.5 out of 5
per person
Aug 11 - Aug 16
found 21 hours ago
Roundtrip flight included
Seoul (SEL) to Montego Bay (MBJ)
8.6/10 Excellent! (75 reviews)
The property is in need of renovation; food is not good. Lack of entertainment. But beaches and water are great,

Reviewed on Jun 19, 2025

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

4.5 out of 5
per person
Aug 11 - Aug 16
found 21 hours ago
Roundtrip flight included
Seoul (SEL) to Montego Bay (MBJ)
8/10 Very Good! (1,402 reviews)
Great place for a vacation

Reviewed on Jun 26, 2025

Breathless Montego Bay - Adults Only - All Inclusive

Breathless Montego Bay - Adults Only - All Inclusive

5 out of 5
Save 100% on your flight
per person
Aug 11 - Aug 16
found 21 hours ago
Roundtrip flight included
Seoul (SEL) to Montego Bay (MBJ)
8.4/10 Very Good! (705 reviews)
Butlers need more interactions with their guests

Reviewed on Jun 21, 2025

Find the Best Middlesex Vacation Packages

Middlesex Hotel Deals

Princess Grand Jamaica Resort - All Inclusive
Princess Grand Jamaica Resort - All Inclusive
4.5 out of 5
Industry Cove, Green Island, Hanover
The price is ₩668,492 per night from Jul 6 to Jul 7
₩668,492
₩668,492 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (226 reviews)
"Great resort!"

Reviewed on Jun 26, 2025

Princess Grand Jamaica Resort - All Inclusive
Princess Senses The Mangrove Resort - Adults Only
Princess Senses The Mangrove Resort - Adults Only
4 out of 5
Industry Cove, Green Island, Hanover
The price is ₩666,580 per night from Jun 30 to Jul 1
₩666,580
₩666,580 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (211 reviews)
"It was a beautiful property, kind staff"

Reviewed on Jun 24, 2025

Princess Senses The Mangrove Resort - Adults Only
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
Fully refundableReserve now, pay when you stay
The price is ₩548,770 per night from Jul 8 to Jul 9
₩548,770
₩636,532 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (1,943 reviews)
"Everything was excellent"

Reviewed on Jun 28, 2025

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
See all 1,481 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 vacation package cost?
Offering great value package deals from ₩3,521,724 on Expedia, you'll be thrilled with how little a vacation to Middlesex costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Middlesex?
You can generally find lower prices and better availability in January, February and September. Check out our cheap Middlesex vacation packages and you could get some excellent off-season deals.
How many days is enough for Middlesex?
With a well-planned itinerary, you can easily tick off the most popular Middlesex sights in a few days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Middlesex vacation for longer.
How to find the best Middlesex package deals?
Use Expedia's filters to find some fabulous Middlesex package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Middlesex package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Middlesex vacation as a package?
You can enjoy significant savings on your Middlesex getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Middlesex?
If you're planning a spur-of-the-moment Middlesex vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Middlesex?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Middlesex.
  2. Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Middlesex.
  3. Decide how long to go for: Now that you're more familiar with Middlesex, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Middlesex vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.