Deals on vacations and trips to Middlesex

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Top Middlesex hotels deals

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove Green Island Hanover
$436 nightly
The price is $436 total per night
$436 total
Nov 1 - Nov 2
Total with taxes and fees
This luxury resort features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and waterslide.
Pool
Breakfast included
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove Green Island Hanover
$556 nightly
The price is $556 total per night
$556 total
Oct 6 - Oct 7
Total with taxes and fees
This resort features a private beach, free water park access, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Families will appreciate the waterslide and convenience store.
On private beach
Pool
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $210 total per night
$210 total
Nov 1 - Nov 2
Total with taxes and fees
An outdoor pool is on site and the staff is available around-the-clock at the 24-hour front desk. Families will appreciate the onsite laundry facilities, kid-friendly dining, and free supervised childcare. Enjoy a meal in one of the 2 restaurants and perks like free buffet breakfast and free self parking.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
$408 nightly
The price is $448 total per night
$448 total
Oct 19 - Oct 20
Total with taxes and fees
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi. Business travelers can take advantage of the 24-hour business center.
Pool
Spa
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

4 out of 5
Norman Manley Blvd Negril Westmoreland
Get rates
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the convenience store. Enjoy the 3 outdoor pools and free perks like buffet breakfast and free self parking.
On private beach
Pool
SeaGarden Beach Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

3.5 out of 5
8 Kent Avenue Montego Bay Saint James
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $228 total per night
$228 total
Oct 20 - Oct 21
Total with taxes and fees
An outdoor pool is on site and the staff is available around-the-clock at the 24-hour front desk. Enjoy the 2 outdoor tennis courts and free perks like buffet breakfast and free self parking. 3 restaurants, 4 bars/lounges, and a beach bar offer an array of options for drinks and a bit to eat.
Pool
Breakfast included
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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 are vacation packages to Middlesex?
Travelocity offers hotel and flight packages from as low as . With such great deals, you'll be saying hello to Middlesex in a flash.
Where can I get the best vacation package deals for Middlesex?
There are incredible Middlesex package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Keep that in mind the next time you're ready to check another destination off your travel bucket list.
Why should I book my Middlesex vacation package via Travelocity?
By booking your hotel, flights, activities and car rental altogether, you'll save big bucks as well as precious time. We have a dedicated team of experts available 24/7, and you'll know that you'll always be getting the best deal in town with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and start packing!
Will I save money on my Middlesex car rental if I bundle it with hotels and flights?
Bundling your hotel, car and flight into a Middlesex vacation package is a surefire way to land the best prices. Plus, having your own rental car gives you total freedom to find your way to all those landmarks you're itching to explore. Located 70 mi from Middlesex, Dunn's River Falls is one place that should be on your to-do list. Buckle up and make a day trip of it.
Which airport is best for Middlesex?
Jetting to Middlesex will see you touching down at Sir Donald Sangster Intl. Airport (MBJ). It's located 18 mi east of the downtown area.

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