Middlesex County Cheap Vacations

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Flight and Cheap hotel deals in Middlesex County

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

CA $1,631
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,000 reviews)
Love this place.

Reviewed on Oct 1, 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $2,962
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (4,271 reviews)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $2,867
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (3,939 reviews)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

CA $2,349
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,652 reviews)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

CA $2,218
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9/10 Wonderful! (1,809 reviews)
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5* Cheap holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

CA $2,349
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,652 reviews)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $2,962
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (4,271 reviews)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $2,867
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (3,939 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
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3 Night Cheap holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,267
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (3,939 reviews)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,312
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,000 reviews)
Love this place.

Reviewed on Oct 1, 2026

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

Save 100% on your flight
CA $1,653
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.4/10 Exceptional! (1,038 reviews)
The staff was incredible.

Reviewed on Oct 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
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4 Night Cheap holidays in Middlesex County

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

CA $1,491
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,000 reviews)
Love this place.

Reviewed on Oct 1, 2026

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

CA $1,835
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.4/10 Exceptional! (1,038 reviews)
The staff was incredible.

Reviewed on Oct 1, 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $1,567
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (4,271 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
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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.