Deals on vacations and trips to Middlesex

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Middlesex flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was $1,661, price is now $783 per person
$783
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
This villa features an outdoor pool and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Save 100% on your flight
Price was $2,505, price is now $1,225 per person
$1,225
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
This villa features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Save 100% on your flight
Price was $2,228, price is now $1,090 per person
$1,090
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A golf course and an outdoor pool are featured at this smoke-free villa. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Ocho Rios Villa at The Palms VI

Ocho Rios Villa at The Palms VI

3.5 out of 5
Save 100% on your flight
Price was $2,121, price is now $1,079 per person
$1,079
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
An attached winery, a 24-hour gym, and a restaurant are all featured at this smoke-free villa. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and perks like free self parking.
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Save 100% on your flight
Price was $2,922, price is now $1,499 per person
$1,499
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
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.

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
$397 nightly
The price is $397 total per night
$397 total
Sep 17 - Sep 18
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
$544 nightly
The price is $544 total per night
$544 total
Aug 19 - Aug 20
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
$202 nightly
The price is $226 total per night
$226 total
Sep 2 - Sep 3
Total with taxes and fees
This smoke-free property includes 2 restaurants, an outdoor pool, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, and free supervised childcare. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
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
$435 nightly
The price is $483 total per night
$483 total
Sep 10 - Sep 11
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

5 out of 5
Norman Manley Blvd Negril Westmoreland
$215 nightly
The price is $251 total per night
$251 total
Sep 4 - Sep 5
Total with taxes and fees
A full-service spa, 6 restaurants, and 7 outdoor pools are all featured at this all-inclusive property. Dine at the beachfront restaurant and relax with beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the picnic area.
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$270 nightly
The price is $314 total per night
$314 total
Sep 9 - Sep 10
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a drink at one of the 3 beachside bars. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities.
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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 $783. 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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