Ontario Luxury Vacations

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Top Luxury vacation packages in Ontario

Price found within the past 48 hours. Click for updated prices.
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$801
per person
Nov 14 - Nov 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,384 reviews)
Always a great experience staying here. Only area for improvement is the technology in their rooms - lack the convenience of current day.

Reviewed on Oct 15, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$915
per person
Nov 14 - Nov 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
.

Reviewed on Oct 14, 2026

Fairmont Chateau Laurier

Fairmont Chateau Laurier

Downtown Ottawa
$809
per person
Dec 17 - Dec 23
found 12 hours ago
Roundtrip flight included
Tampa (TPA) to Ottawa (YOW)
8.8/10 Excellent! (3,955 reviews)
First of all, Fairmont are always top-notch destinations. This one is no exception. You may save a a few dollars staying at a lesser hotel or slightly out of the hub of activity, great restaurants, the Canal, ByWard market however that gap will close quickly with the amount of money you will spend on Uber or driving around where staying here all you need to do is walk to the great spots. Weather be sightseeing at Parliament or hitting all the great restaurants just walk out the front door!

Reviewed on Oct 14, 2026

The Ivy at Verity

The Ivy at Verity

Downtown Toronto
$955
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Toronto (YYZ)
9.6/10 Exceptional! (571 reviews)
My favorite, favorite, favorite hotel in Toronto. Amazing, helpful, courteous staff. The french fries are amazing -- double helping every night. You will BE SO HAPPY if you stay here!!!

Reviewed on Oct 13, 2026

Brookstreet

Brookstreet

Kanata
$1,232
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Ottawa (YOW)
9.2/10 Wonderful! (1,488 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Ontario
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5* Luxury vacations in Ontario

Price found within the past 48 hours. Click for updated prices.
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$801
per person
Nov 14 - Nov 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,384 reviews)
Always a great experience staying here. Only area for improvement is the technology in their rooms - lack the convenience of current day.

Reviewed on Oct 15, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$915
per person
Nov 14 - Nov 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
.

Reviewed on Oct 14, 2026

Fairmont Chateau Laurier

Fairmont Chateau Laurier

Downtown Ottawa
$809
per person
Dec 17 - Dec 23
found 12 hours ago
Roundtrip flight included
Tampa (TPA) to Ottawa (YOW)
8.8/10 Excellent! (3,955 reviews)
First of all, Fairmont are always top-notch destinations. This one is no exception. You may save a a few dollars staying at a lesser hotel or slightly out of the hub of activity, great restaurants, the Canal, ByWard market however that gap will close quickly with the amount of money you will spend on Uber or driving around where staying here all you need to do is walk to the great spots. Weather be sightseeing at Parliament or hitting all the great restaurants just walk out the front door!

Reviewed on Oct 14, 2026

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

3 Night Luxury vacations in Ontario

Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill
$537
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Toronto (YYZ)
9.6/10 Exceptional! (2,540 reviews)
Tout était parfait sauf au niveau qu il n avait pas d internet dans la chambre un peu désagréable sinon. Vraiment un bel endroit

Reviewed on Oct 15, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$2,039
per person
Dec 22 - Dec 25
found 19 hours ago
Roundtrip non-stop flight included
Mexico City (MEX) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
.

Reviewed on Oct 14, 2026

One King West Hotel & Residence

One King West Hotel & Residence

Downtown Toronto
$543
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9.4/10 Exceptional! (8,674 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Ontario
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4 Night Luxury vacations in Ontario

Price found within the past 48 hours. Click for updated prices.
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$1,155
per person
Dec 16 - Dec 20
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
9.6/10 Exceptional! (1,384 reviews)
Always a great experience staying here. Only area for improvement is the technology in their rooms - lack the convenience of current day.

Reviewed on Oct 15, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,358
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
.

Reviewed on Oct 14, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
$2,168
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) 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 Ontario
View all trips

All you need to know about luxury vacations in Ontario

What can I expect from a luxury Ontario vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Ontario vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Ontario?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Ontario luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $537. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Ontario?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Ontario with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Ontario?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Ontario with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Ontario with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Ontario Hotels

The Omni King Edward Hotel

The Omni King Edward Hotel

37 King St E Toronto ON
  • 20 min walk from Rogers Centre
$208 nightly
$249 total
Nov 8 - Nov 9
Total with taxes and fees
Discover luxurious lodging at The Omni King Edward Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. Deluxe amenities ...
The Omni King Edward Hotel
Fairmont Royal York

Fairmont Royal York

100 Front St West Toronto ON
  • 12 min walk from Rogers Centre
$232 nightly
$278 total
Oct 31 - Nov 1
Total with taxes and fees
Treat yourself to a luxury stay at Fairmont Royal York, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The 4 bars, indoor ...
Fairmont Royal York
The St. Regis Toronto

The St. Regis Toronto

325 Bay Street Toronto ON
  • 16 min walk from Rogers Centre
$493 nightly
$591 total
Oct 23 - Oct 24
Total with taxes and fees
The St. Regis Toronto is one of the Toronto luxury 5-star boutique properties where you can treat yourself to massage services, 24-hour room service, and more. ...
The St. Regis Toronto
See all 23,273 properties in 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.