Middlesex County Holidays
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Top Flight + Hotel Deals in Middlesex County
Price found within the past 48 hours. Click for updated prices.
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Price was €1,554, price is now €926 per person
€926
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Boston (BOS) to Montego Bay (MBJ)
8.4/10 Very Good! (2,559 reviews)
I loved the food and drinks. I think the pool on the luxury side should stay open longer than 6pm. They should add an evening pool party on the luxury side.
Reviewed on 2 Sep 2025
Hotel Riu Palace Aquarelle - All Inclusive
Price was €1,981, price is now €1,008 per person
€1,008
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Boston (BOS) to Montego Bay (MBJ)
8.8/10 Excellent! (1,767 reviews)
It was an amazing experience, can’t wait to go back for the next summer 🇯🇲
Reviewed on 2 Sep 2025
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Price was €1,854, price is now €1,062 per person
€1,062
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Boston (BOS) to Montego Bay (MBJ)
7.8/10 Good! (1,467 reviews)
I loved the live entertainment and the friendly staff,the food was impeccable., our concierge was very sweet and helpful
Reviewed on 31 Aug 2025
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Price was €1,854, price is now €1,062 per person
€1,062
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Boston (BOS) to Montego Bay (MBJ)
8.6/10 Excellent! (93 reviews)
We stayed in a beachfront unit. We loved the privacy. One of the best Jamaican stays we've had.
Reviewed on 29 Aug 2025
Grand Palladium Jamaica Resort & Spa All Inclusive
Price was €1,671, price is now €976 per person
€976
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Boston (BOS) to Montego Bay (MBJ)
8/10 Very Good! (1,496 reviews)
Beach was nice, but should have people come around and ask for a drink not just at pool. Service was just okay, it needs improvements,
Reviewed on 2 Sep 2025
Where to stay in Middlesex County
Find the best Middlesex County areas and neighborhoods for the activities you enjoy most. Learn more about Middlesex County
Caribbean Estates
Though Caribbean Estates may not have many top sights, you can venture to the surrounding area to see attractions like Sovereign Village Mall and Hellshire Beach.
Top hotels in Middlesex County
Bahia Principe Grand Jamaica - All Inclusive
Salt Coppers Villa, Runaway Bay, Saint Ann
The price is €230 per night from 2 Oct to 3 Oct
€230
2 Oct - 3 Oct
includes taxes & fees
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Salt Coppers, Runaway Bay, Saint Ann
The price is €278 per night from 3 Oct to 4 Oct
€278
3 Oct - 4 Oct
includes taxes & fees
Couples Tower Isle All Inclusive
Tower Isle, Ocho Rios, Tower Isle, Saint Mary
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.
Popular places to visit
Dunn's River Falls
The natural mineral pools under these beautiful terracing waterfalls are a refreshing treat after a hike through this tropical paradise.
Mystic Mountain
Enjoy the rainforest at top speed by gliding down a huge hill in a bobsled, a fun activity for the whole family.
Green Grotto Caves
Discover an underground world with rock formations, light holes, bats and a subterranean lake in a setting that has played a role in local history for centuries.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.