Middlesex County Luxury Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Mike Gauthier
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Luxury 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 $1,956
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

CA $8,032
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Montego Bay (MBJ)
9.4/10 Exceptional! (963 reviews)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $2,050
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8.4/10 Very good! (3,921 reviews)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

Save 100% on your flight
CA $2,277
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Montego Bay (MBJ)
9/10 Wonderful! (1,704 reviews)
The food was far better compared to last year's visit, although I had a bad experience with the curried goat and oxtail at the Jamaican restaurant. They were undercooked and unchewable. The food truck was better on the first visit. The room was in a better condition last year. The shower door seemed as it was going to fall off and the smell of sewage came up through the shower drain. The room had a musty stale smell when first entered. Honestly, the stay was pretty boring as there was limited options to entertain yourself or be entertained. And finally, the front desk was asked about a late checkout and they stated they had multiple arrivals. I thought that was strange for an ordinary Monday and after speaking to a few staff members from other departments, they advised me that the front desk agent was lying. Definitely crossing this one off the list for another visit.

Reviewed on Sep 22, 2026

Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

Save 100% on your flight
CA $2,882
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Montego Bay (MBJ)
8.6/10 Excellent! (1,004 reviews)
Only thing was the shower not having a door everything else was aaaaaammmmmaaaazzzzziiingggggg. We even took a trip to hedonism staff help us get down there and back….the most up most respect we ever received

Reviewed on Sep 21, 2026

Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
View all trips

5* Luxury 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 $2,050
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8.4/10 Very good! (3,921 reviews)
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

CA $2,094
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Montego Bay (MBJ)
7/10 Good! (1,008 reviews)
The stay was good however the parking is very inconvenient. The parking is across the road and was very far from our room. Not ideal for locals especially when it rains

Reviewed on Sep 21, 2026

Silent Waters Villa

Silent Waters Villa

Save 100% on your flight
CA $14,693
per person
Nov 8 - Nov 15
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8/10 Very good! (1 review)
The only concern I had was failure to follow the allergy list for meals.

Reviewed on Jan 21, 2023

Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
View all trips

3 Night Luxury holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $1,125
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (4,249 reviews)
We had a very enjoyable stay at Ocean Coral Spring, which offers a great mix of fun and entertainment for the whole family. The property is clean, modern, and keeps you busy throughout your trip. The Highlights: The activities here are family-oriented and excellent. The lazy river, water park, games room and bowling alley kept everyone completely entertained. There are many restaurants to try, and we especially enjoyed the Italian and Route 66 options, as well as the fantastic poolside jerk chicken. Areas for Improvement: The beach area is notably small and rocky, making water shoes a necessity. Additionally, while the main buffet has lots of great food to choose from, it gets very crowded and packed during peak hours. Customer Service: For the most part, the staff were incredibly friendly, helpful, and courteous. However, it did feel like one or two employees could use a bit of additional customer service training to be more welcoming. They seemed to just be having a bad day, which slightly impacted the experience, but the rest of the team was great. Final Verdict: A fun, activity-packed choice for a family vacation, as long as you plan ahead for the rocky beach and stay patient with the busy buffet times.

Reviewed on Sep 22, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,187
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (3,921 reviews)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,956
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
View all trips

4 Night Luxury holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

Save 100% on your flight
CA $1,141
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good people, fantastic accommodations. Recommended...

Reviewed on May 8, 2019

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,419
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

Save 100% on your flight
CA $1,643
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (3,921 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Middlesex County
View all trips

Plan the perfect luxury Middlesex County vacation with Expedia

What are some benefits when booking luxury Middlesex County vacations?

When you book a luxury Middlesex County vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Middlesex County?

If you're looking for something luxurious in Middlesex County, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,125, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 53. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Middlesex County. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Middlesex County?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Middlesex County.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Middlesex County. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Middlesex County?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Middlesex County or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Middlesex County. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.