Middlesex Vacation Packages
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Your Middlesex Vacation
The adventure-filled city of Middlesex is calling your name. Uncover both its hidden gems and highlights with a Middlesex vacation package that's tailored to you. There's loads to see and do during a trip to Middlesex, including Hanover Museum and Headland. Stop daydreaming and start traveling. Explore the multitude of options on Expedia today and put your Middlesex vacation plans into gear!
Top Middlesex Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
Price was CA $4,835, price is now CA $1,232 per person
CA $1,232
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
7/10 Good! (51 reviews)
The only concern we had was that there is no restaurants within walking distance,
Reviewed on May 20, 2024
Ocho Rios Villa at Coolshade
Price was CA $2,733, price is now CA $1,425 per person
CA $1,425
per person
Jul 26 - Aug 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.8/10 Exceptional! (9 reviews)
The host was wonderful and quite responsive.
I will definately stay again and highly recomend.
Reviewed on Mar 18, 2023
Ocho Rios Villa at the Palms IV
Price was CA $3,081, price is now CA $1,609 per person
CA $1,609
per person
Jul 26 - Aug 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (1 review)
We were greeted by Ms Kathy who took us on a tour of the villa. It was very nice and more than enough space for me and my 4 girls. The pool/clubhouse was very very nice. I was very skeptical of doing this online and this place did not disappoint. I will be returning! Big ups to Kathy!!!
Reviewed on Mar 23, 2018
Ocho Rios Villa at Coolshade XI
Price was CA $3,144, price is now CA $1,691 per person
CA $1,691
per person
Aug 3 - Aug 10
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.8/10 Exceptional! (7 reviews)
Very good stay in Coolshade. Lorraine the manager was very attentive to our needs and helped to organize transportation and a helper to make our beds and meals for us.
Reviewed on Jan 27, 2019
Middlesex Hotel Deals
Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
The price is CA $578 per night from May 18 to May 19
CA $578
CA $578 total
May 18 - May 19
includes taxes & fees
8.8/10 Excellent! (1,054 reviews)
Great amenities. Family friendly.
Reviewed on May 16, 2026
Princess Senses The Mangrove Resort - Adults Only
Industry Cove Green Island Hanover
The price is CA $772 per night from May 25 to May 26
CA $772
CA $772 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (673 reviews)
Enjoyed my stay.
Reviewed on May 15, 2026
Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Jun 14 to Jun 15
CA $268
CA $316 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,763 reviews)
Everything was perfect
Reviewed on May 17, 2026
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.
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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.
