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.
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $2,075, price is now $1,003 per person
$1,003
per person
Apr 27 - Apr 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A private beach, 4 restaurants, and an outdoor pool are all featured at this smoke-free property. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas.
Ocho Rios Villa at Coolshade IX

Ocho Rios Villa at Coolshade IX

3.5 out of 5
Price was $2,160, price is now $1,034 per person
$1,034
per person
Apr 25 - May 2
found 19 hours ago
Roundtrip flight included
New York (JFK) 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 Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Price was $2,344, price is now $1,147 per person
$1,147
per person
Apr 18 - Apr 25
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.
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $3,238, price is now $1,612 per person
$1,612
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
This all-inclusive hotel features free water park access, a full-service spa, and 5 restaurants. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. Enjoy the 4 outdoor pools and free perks like buffet breakfast and 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 $2,512, price is now $1,262 per person
$1,262
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
New York (JFK) 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.

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
$469 nightly
The price is $469 total per night
$469 total
Mar 1 - Mar 2
Total with taxes and fees
This all-inclusive 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
$820 nightly
The price is $820 total per night
$820 total
Feb 17 - Feb 18
Total with taxes and fees
This all-inclusive 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
$231 nightly
The price is $254 total per night
$254 total
Mar 6 - Mar 7
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free property. 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.
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
$492 nightly
The price is $570 total per night
$570 total
Mar 5 - Mar 6
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.
Pool
All inclusive
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
$433 nightly
The price is $503 total per night
$503 total
Mar 10 - Mar 11
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.
Pool
Breakfast included
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$321 nightly
The price is $321 total per night
$321 total
Mar 4 - Mar 5
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.
On private beach
Pool
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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 $1,003. 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.

Photos of local treasures

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