Southern Ontario Luxury Vacations

Book a Hotel + Flight or Car together to unlock savings

  • 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 Southern Ontario

Price found within the past 48 hours. Click for updated prices.
Pantages Hotel Downtown Toronto

Pantages Hotel Downtown Toronto

Downtown Toronto
CA $819
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.2/10 Wonderful! (2,459 reviews)
*

Reviewed on Oct 18, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
CA $1,476
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
Always excellent! Iffie at the front desk and Kenzi at Harriet’s Rooftop are absolute gems. It was a really lovely stay.

Reviewed on Oct 17, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
Save 100% on your flight
CA $2,074
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

Old Toronto
Save 100% on your flight
CA $1,668
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.8/10 Exceptional! (1,002 reviews)
Cambridge Suites Toronto

Cambridge Suites Toronto

Downtown Toronto
CA $911
per person
Nov 17 - Nov 20
found 22 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.2/10 Wonderful! (8,685 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southern Ontario
View all trips

5* Luxury holidays in Southern Ontario

Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
CA $1,476
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
Always excellent! Iffie at the front desk and Kenzi at Harriet’s Rooftop are absolute gems. It was a really lovely stay.

Reviewed on Oct 17, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
Save 100% on your flight
CA $2,074
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

Old Toronto
Save 100% on your flight
CA $1,668
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.8/10 Exceptional! (1,002 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southern Ontario
View all trips

3 Night Luxury holidays in Southern Ontario

Price found within the past 48 hours. Click for updated prices.
Cambridge Suites Toronto

Cambridge Suites Toronto

Downtown Toronto
CA $911
per person
Nov 17 - Nov 20
found 22 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.2/10 Wonderful! (8,685 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
CA $1,476
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
Always excellent! Iffie at the front desk and Kenzi at Harriet’s Rooftop are absolute gems. It was a really lovely stay.

Reviewed on Oct 17, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
Save 100% on your flight
CA $2,171
per person
Nov 27 - Nov 30
found 3 hours ago
Roundtrip flight included
Kelowna (YLW) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southern Ontario
View all trips

4 Night Luxury holidays in Southern Ontario

Price found within the past 48 hours. Click for updated prices.
The Ivy at Verity

The Ivy at Verity

Downtown Toronto
Save 100% on your flight
CA $1,142
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (571 reviews)
Lovely small hotel with breakfast delivered to room each morning. Staff were really helpful, and food and drinks were great. Easy walk to city centre and water front, and subway and PATH nearby.

Reviewed on Oct 18, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
Save 100% on your flight
CA $2,074
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

Old Toronto
Save 100% on your flight
CA $1,668
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
9.8/10 Exceptional! (1,002 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southern Ontario
View all trips

Plan the perfect luxury Southern Ontario vacation with Expedia

What are some benefits when booking luxury Southern Ontario vacations?

When you book a luxury Southern Ontario 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 Southern Ontario?

If you're looking for something luxurious in Southern Ontario, 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 $819, 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 16. 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 Southern Ontario. 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 Southern Ontario?

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 Southern Ontario.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Southern Ontario. 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 Southern Ontario?

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 Southern Ontario 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 Southern Ontario. 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.

Luxury Hotels in Southern Ontario

The Omni King Edward Hotel

The Omni King Edward Hotel

37 King St E Toronto ON
  • 20 min walk from Rogers Centre
Book a stay at this luxury hotel in Toronto. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff ...
The Omni King Edward Hotel
Fairmont Royal York

Fairmont Royal York

100 Front St West Toronto ON
  • 12 min walk from Rogers Centre
Book a stay at this luxury hotel in Toronto. Enjoy 4 restaurants, 4 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (8,698 reviews)
"Excellent all around"

Reviewed on Oct 18, 2026

Fairmont Royal York
The St. Regis Toronto

The St. Regis Toronto

325 Bay Street Toronto ON
  • 16 min walk from Rogers Centre
Book a stay at this luxury hotel in Toronto. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in ...
The St. Regis Toronto
See all 17,303 properties in Southern Ontario
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.

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.