Southern Ontario Luxury Holidays
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Top Luxury holiday packages in Southern Ontario
- Canopy By Hilton Toronto Yorkville
26 Sept - 29 SeptCanopy By Hilton Toronto Yorkville + Flight
Downtown Toronto2 nights4.5 star property9.4/10 - Exceptional (1,419 reviews)"Lovely, modern rooms. Bedding was clean and comfortable. Mini fridge came in handy as I bought some yogurt. Lots of noise in the hallwsy until 10:30pm. I think housekeeping works late.l in this hotel."Reviewed August 1, 2026Return • Boston (BOS) - Toronto (YYZ)BOS - YTZ • Direct YTZ - BOS • DirectRM 2,392RM 1,921found 19 hours agoper traveller - 1 Hotel Toronto
26 Sept - 29 Sept1 Hotel Toronto + Flight
Downtown Toronto3 nights5.0 star property9.6/10 - Exceptional (779 reviews)"Highly recommend"Reviewed August 1, 2026Return • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Direct YYZ - BOS • Direct - Shangri-La Toronto
26 Sept - 29 SeptShangri-La Toronto + Flight
Downtown Toronto3 nights5.0 star property9.6/10 - Exceptional (1,317 reviews)Return • Boston (BOS) - Toronto (YYZ)BOS - YTZ • Direct YTZ - BOS • Direct - The Sutton Place Hotel Toronto
26 Sept - 29 SeptThe Sutton Place Hotel Toronto + Flight
Downtown Toronto3 nights4.5 star property9.6/10 - Exceptional (2,238 reviews)"Rooms are spacious and clean. Loved the pool. Staff were very helpful and accommodating when my granddaughter got sick."Reviewed August 1, 2026Return • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Direct YYZ - BOS • DirectRM 4,106RM 3,172found 19 hours agoper traveller - Bisha, a Luxury Collection Hotel Toronto
26 Sept - 29 SeptBisha, a Luxury Collection Hotel Toronto + Flight
Downtown Toronto3 nights5.0 star property9.4/10 - Exceptional (1,002 reviews)"The hotel is luxurious yet, “oovy groovy”. The restaurants & bars were excellent and the staff were all very helpful. The hotel is centrally located and walking distance to all downtown attractions. I absolutely would return to this hotel!!"Reviewed July 31, 2026Return • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Direct YYZ - BOS • Direct
Discover the most popular places to visit in Southern Ontario
Top Luxury Southern Ontario Hotels
Fairmont Royal York Gold Experience
Fairmont Royal York Gold ExperienceAll you need to know about luxury holidays in Southern Ontario
What can I expect from a luxury Southern Ontario holiday?
Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.
How can I find all-inclusive luxury holidays in Southern Ontario?
Tick the all-inclusive and 5-star filters to find the crème de la crème of Southern Ontario holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.
Can I book a cheap luxury holiday to Southern Ontario?
A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Southern Ontario starting at RM 1,921. Prices and availability are subject to change. Additional terms may apply.
Are there luxury spa holidays in Southern Ontario?
For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Southern Ontario spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.
What should I look for when booking a luxury family holiday in Southern Ontario?
Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.
Can I book luxury last-minute holidays to Southern Ontario?
You can wangle a top-notch luxury holiday in Southern Ontario for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!
Can I book a luxury holiday in Southern Ontario with free cancellation and/or flexible dates?
If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.
Why should I book my luxury travel to Southern Ontario with Expedia?
Nobody does luxury quite like Expedia. With so many gorgeous properties in Southern Ontario to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.