Ontario Luxury Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 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

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

$484

per person

Dec 11 - Dec 13

found 11 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Toronto (YYZ)

9.6/10 Exceptional! (2,540 reviews)

1 Hotel Toronto

Downtown Toronto

$858

per person

Dec 11 - Dec 13

found 3 hours ago

Roundtrip flight included

New York (NYC) to Toronto (YYZ)

9.4/10 Exceptional! (827 reviews)

The Ivy at Verity

Downtown Toronto

$912

per person

Dec 11 - Dec 14

found 24 hours ago

Roundtrip non-stop flight included

Nassau (NAS) to Toronto (YYZ)

9.6/10 Exceptional! (571 reviews)

Outstanding hotel. Make sure to book a deluxe room with private balcony terrace overlooking central courtyard. Huge room. Huge bathroom. Excellent continental breakfast brought to room. Very relaxing quiet sanctuary.

Reviewed on Oct 4, 2026

One King West Hotel & Residence

Downtown Toronto

$835

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Cedar Rapids (CID) to Toronto (YYZ)

9.4/10 Exceptional! (8,674 reviews)

The Hazelton Hotel Toronto

Old Toronto

$1,911

per person

Nov 14 - Nov 18

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Toronto (YYZ)

9.8/10 Exceptional! (1,002 reviews)

This is my Farmer best location in Toronto. Well located next to all the high-end stores. The service here is next level. Clean and the restaurant is delicious. Try the lobster spoons !

Reviewed on Oct 9, 2026

Don't see what you're looking for?

See all available trips from Singapore to Ontario

View all trips

5* Luxury vacations in Ontario

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

1 Hotel Toronto

Downtown Toronto

$858

per person

Dec 11 - Dec 13

found 3 hours ago

Roundtrip flight included

New York (NYC) to Toronto (YYZ)

9.4/10 Exceptional! (827 reviews)

The Hazelton Hotel Toronto

Old Toronto

$1,911

per person

Nov 14 - Nov 18

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Toronto (YYZ)

9.8/10 Exceptional! (1,002 reviews)

This is my Farmer best location in Toronto. Well located next to all the high-end stores. The service here is next level. Clean and the restaurant is delicious. Try the lobster spoons !

Reviewed on Oct 9, 2026

Four Seasons Hotel Toronto

Old Toronto

$1,311

per person

Nov 9 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Toronto (YYZ)

9.6/10 Exceptional! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Singapore to Ontario

View all trips

3 Night Luxury vacations in Ontario

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

The Ivy at Verity

Downtown Toronto

$912

per person

Dec 11 - Dec 14

found 24 hours ago

Roundtrip non-stop flight included

Nassau (NAS) to Toronto (YYZ)

9.6/10 Exceptional! (571 reviews)

Reviewed on Oct 4, 2026

1 Hotel Toronto

Downtown Toronto

$1,050

per person

Nov 12 - Nov 15

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (827 reviews)

Four Seasons Hotel Toronto

Old Toronto

Save 100% on your flight

$1,294

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Providence (PVD) to Toronto (YYZ)

9.6/10 Exceptional! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Singapore to Ontario

View all trips

4 Night Luxury vacations in Ontario

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

One King West Hotel & Residence

Downtown Toronto

$874

per person

Nov 9 - Nov 13

found 11 hours ago

Roundtrip flight included

Chicago (CHI) to Toronto (YYZ)

9.4/10 Exceptional! (8,674 reviews)

1 Hotel Toronto

Downtown Toronto

$1,317

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Toronto (YYZ)

9.4/10 Exceptional! (827 reviews)

Four Seasons Hotel Toronto

Old Toronto

$2,091

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Toronto (YYZ)

9.6/10 Exceptional! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Singapore to Ontario

View all trips

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 $484. 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

20 min walk from Rogers Centre

$185 nightly

$221 total

Oct 30 - Oct 31

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

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 ...

9/10 Wonderful! (8,676 reviews)

"As reported at checkout there was no soap in the shower, only 1 USB port, a burned out lightbulb in the bathroom and the ice machine on the 9th floor was not working. I've had better experiences at various Comfort Inns."

Reviewed on Oct 9, 2026

The St. Regis Toronto

325 Bay Street Toronto ON

16 min walk from Rogers Centre

$505 nightly

$605 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! (1,001 reviews)

"Great"

Reviewed on Oct 8, 2026

See all 23,152 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.