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.
Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $601 per person
$601
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this all-inclusive hotel. Bring the family and enjoy the free kid's club, mini golf, and kid-friendly dining. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a roundtrip airport shuttle.
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
Price was $2,771, price is now $875 per person
$875
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
An outdoor pool, free self parking, and laundry facilities are featured at this cottage. Luggage storage and a virtual front desk are also provided.
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was $2,112, price is now $938 per person
$938
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $7,270, price is now $3,462 per person
$3,462
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A full-service spa, 11 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy the 3 hot tubs and perks like free buffet breakfast and a free airport shuttle. 3 poolside bars and 10 bars/lounges are featured at this property, along with a 24-hour gym.
Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Price was $2,162, price is now $1,061 per person
$1,061
per person
Nov 13 - Nov 20
found 1 hour 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.

Top Middlesex hotels 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
Free Cancellation
Reserve now, pay when you stay
$343 nightly
The price is $398 total per night
$398 total
Sep 28 - Sep 29
Total with taxes and fees
A full-service spa, 2 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 2 bars/lounges and enjoy perks like free self parking.
Pool
All inclusive
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove, Green Island, Hanover
$405 nightly
The price is $405 total per night
$405 total
Oct 27 - Oct 28
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
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
$175 nightly
The price is $193 total per night
$193 total
Oct 28 - Oct 29
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
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

5 out of 5
Lot 59A Freeport, Montego Bay, Saint James
Free Cancellation
Reserve now, pay when you stay
$418 nightly
The price is $418 total per night
$418 total
Sep 28 - Sep 29
Total with taxes and fees
This all-inclusive property features a private beach, a casino, and a full-service spa. Enjoy a day at the beach surfing, or relax with sun loungers. Enjoy a meal in one of the 9 restaurants and perks like free WiFi.
On private beach
Pool
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove, Green Island, Hanover
$560 nightly
The price is $560 total per night
$560 total
Oct 13 - Oct 14
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
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point, Lucea, Hanover
Get rates
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 $601. 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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