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.
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Price was $2,841, price is now $586 per person
$586
per person
Apr 1 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
An outdoor pool, free parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $5,784, price is now $2,167 per person
$2,167
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $3,774, price is now $1,733 per person
$1,733
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 III

Ocho Rios Villa at the Palms III

3.5 out of 5
Price was $2,343, price is now $1,106 per person
$1,106
per person
Apr 30 - May 7
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 II

Ocho Rios Villa at the Palms II

3.5 out of 5
Price was $2,408, price is now $1,158 per person
$1,158
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
This villa features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the outdoor tennis court 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.
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.
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 8 - Mar 9
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.
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
$511 nightly
The price is $592 total per night
$592 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.
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
$472 nightly
The price is $547 total per night
$547 total
Mar 11 - Mar 12
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
$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 $586. 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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