Middlesex Vacations

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Find the Best Middlesex Vacation Packages

Middlesex Hotel Deals

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 SAR 1,903 per night from Apr 6 to Apr 7
SAR 1,903
SAR 1,903 total
includes taxes & fees
6 Apr - 7 Apr
9.4/10 Exceptional! (1,792 reviews)
"My husband and I enjoyed our 5 days at the S Hotel. The staff especially Zaria went above and beyond to make a great relaxing vacation. The food was the best I have ever had at an all inclusive. Even the buffet was top notch. The S Cafe has bottled water, smoothies, delicious deserts and of course ..."

Reviewed on 1 March 2025

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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 SAR 687 per night from Apr 1 to Apr 2
SAR 687
SAR 805 total
includes taxes & fees
1 Apr - 2 Apr
7.4/10 Good! (2,862 reviews)
"The staff makes the experience. Angie and Delroy were so attentive and amazing, Angie catered to our dining experience each day and Delroy even remembered us two years later (he was the reason we returned to the resort a second time). The ocean cove is wonderful, just like the pictures. Beach bar/grill ..."

Reviewed on 5 March 2025

SeaGarden Beach Resort - All Inclusive
Deja Resort All Inclusive
Deja Resort All Inclusive
3.5 out of 5
92 Gloucester Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
The price is SAR 757 per night from Apr 1 to Apr 2
SAR 757
SAR 916 total
includes taxes & fees
1 Apr - 2 Apr
7.8/10 Good! (1,170 reviews)
"Great staff, great location, good food. Resort food usually isnt the best , but their food has seasonings and it's well prepared. Is stay again for sure"

Reviewed on 2 March 2025

Deja Resort All Inclusive
See all 1,615 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 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 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.