Ontario Luxury Vacations 2026

Top Luxury vacation packages in Ontario

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

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill

$441

per person

Oct 22 - Oct 24

found 23 hours ago

Roundtrip flight included

Chicago (CHI) to Toronto (YYZ)

9.6/10 Exceptional! (2,495 reviews)

The Sterling Inn & Spa is an enchanting romantic sanctuary in Niagara Falls that blew us away by proactively upgrading our room before we even checked in, treating us to a fantastic 20% restaurant discount, and delivering a luxurious complimentary breakfast in bed that made our couples getaway feel completely elite and unforgettable.

Reviewed on Sep 21, 2026

1 Hotel Toronto

Downtown Toronto

$1,248

per person

Nov 22 - Nov 25

found 18 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

One King West Hotel & Residence

Downtown Toronto

$465

per person

Oct 23 - Oct 25

found 8 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,493 reviews)

This hotel has a great location and is adjacent to a subway stop. The staff are friendly and helpful. Suites are spacious and have an espresso machine and kitchenette. Rooms are comfortable.

Reviewed on Sep 22, 2026

The Ivy at Verity

Downtown Toronto

$945

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Toronto (YYZ)

9.6/10 Exceptional! (565 reviews)

Highly recommend

Reviewed on Sep 16, 2026

Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto

$1,061

per person

Nov 22 - Nov 25

found 4 hours ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

9.4/10 Exceptional! (1,003 reviews)

Phenomenal stay with BISHA during TIFF this year! No notes- everything was perfection

Reviewed on Sep 21, 2026

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5* Luxury vacations in Ontario

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

Park Hyatt Toronto

Old Toronto

$1,053

per person

Oct 22 - Oct 24

found 23 hours ago

Roundtrip non-stop flight included

Jackson (JAN) to Toronto (YYZ)

9.2/10 Wonderful! (1,000 reviews)

Great Reno!

Reviewed on Sep 20, 2026

1 Hotel Toronto

Downtown Toronto

$1,248

per person

Nov 22 - Nov 25

found 18 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto

$1,061

per person

Nov 22 - Nov 25

found 4 hours ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

9.4/10 Exceptional! (1,003 reviews)

Phenomenal stay with BISHA during TIFF this year! No notes- everything was perfection

Reviewed on Sep 21, 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

Clifton Hill

$590

per person

Oct 22 - Oct 25

found 17 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.6/10 Exceptional! (2,495 reviews)

Reviewed on Sep 21, 2026

1 Hotel Toronto

Downtown Toronto

$1,248

per person

Nov 22 - Nov 25

found 18 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

Park Hyatt Toronto

Old Toronto

Save 100% on your flight

$1,009

per person

Oct 22 - Oct 25

found 18 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Toronto (YYZ)

9.2/10 Wonderful! (1,000 reviews)

Great Reno!

Reviewed on Sep 20, 2026

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.

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill

$651

per person

Oct 22 - Oct 26

found 18 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.6/10 Exceptional! (2,495 reviews)

Reviewed on Sep 21, 2026

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

$1,231

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Spokane (GEG) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

The Tower Hotel Fallsview

Fallsview South

$674

per person

Oct 22 - Oct 26

found 18 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.2/10 Wonderful! (2,397 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Ontario

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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 $441. 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

37 King St E Toronto ON

17 min walk from CN Tower

$222 nightly

$266 total

Oct 12 - Oct 13

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 ...

Fairmont Royal York

100 Front St West Toronto ON

9 min walk from CN Tower

$242 nightly

$289 total

Oct 23 - Oct 24

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 ...

9/10 Wonderful! (8,684 reviews)

"Not welcoming. Manager threatened to kick us out for noise."

Reviewed on Sep 22, 2026

The St. Regis Toronto

325 Bay Street Toronto ON

13 min walk from CN Tower

$513 nightly

$615 total

Oct 18 - Oct 19

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. ...

9.4/10 Exceptional! (1,000 reviews)

"It was great a little far away from the CN tower"

Reviewed on Sep 10, 2026

See all 23,311 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.