Southwestern Ontario Holidays from AU$1,147

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Your Southwestern Ontario Holiday

When wanderlust beckons, answer it with a holiday package to Southwestern Ontario. Get set to enjoy nature, culture, history, and more in this exciting destination. A trip to Southwestern Ontario wouldn't be complete without getting to some of its leading cities, starting with Hamilton. Some of the top attractions here include Tim Hortons Field and Village Theatre Waterdown. Windsor is another favourite with Southwestern Ontario travellers. Visitors to this exciting city enjoy Detroit Windsor Tunnel and Caesars Casino. Expedia is a one-stop shop when it comes to planning your Southwestern Ontario holiday. From flights and accommodation, to rental cars and activities, we know how to curate a travel experience like no other.

The Latest Southwestern Ontario Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Revery Toronto Downtown, Curio Collection by Hilton
151 Dan Leckie Way
One King West Hotel & Residence
The Sutton Place Hotel Toronto
Canopy By Hilton Toronto Yorkville

Our guide on where to stay in Southwestern Ontario

Find the best Southwestern Ontario areas and neighborhoods for the activities you enjoy most. Learn more about Southwestern Ontario

Southwestern Ontario Holiday

Southwestern Ontario Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Top Sights
Blue Mountain Village, Bruce Peninsula and African Lion Safari

Our pick of the best Southwestern Ontario Hotel Deals

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 20 July to 21 July
AU$182
20 July - 21 July
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Cleanliness great staff"

Reviewed on 14 Jul. 2025

Best Western Plus Waterfront Hotel
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is AU$243 per night from 23 July to 24 July
AU$243
23 July - 24 July
includes taxes & fees
8.4/10 Very Good! (3,018 reviews)
"We appreciated the level of security at the property."

Reviewed on 11 Jul. 2025

Caesars Windsor
Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

3 out of 5
2020 Lakeshore Road, Burlington, ON
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 20 July to 21 July
AU$211
20 July - 21 July
includes taxes & fees
8.4/10 Very Good! (2,326 reviews)
"Staff very friendly and helpful. I had gotten a room that was not dog friendly so they did not hesitate to upgrade my room at no extra cost. Breakfast was great where can you get bacon eggs cereal muffins juice bagels and the list goes on included in the price. And right next to the waterfront and ..."

Reviewed on 15 Jul. 2025

Waterfront Hotel Downtown Burlington
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.

Discover the most popular places to visit in Southwestern Ontario

Frequently asked questions

How much does a Southwestern Ontario holiday package cost?
Perhaps less than you might think --- from a tempting AU$1,147, actually! By bundling flights, hotels and car rentals into a tailor-made travel package, your Southwestern Ontario escape is just clicks away.
How do I get a cheap travel package to Southwestern Ontario?
Bundling your flight and hotel with Expedia won't just save you time --- it'll save you a pretty penny too. A Southwestern Ontario holiday package makes it a breeze to put together your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that suit your schedule won't be a challenge. In addition to that, we have over 1 000 000 hotels globally to select from. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
What are the top hotels in Southwestern Ontario?
For properties in Muskoka District with friendly service and comfy beds, check out Embassy Suites by Hilton Niagara Falls Fallsview and Sheraton Fallsview Hotel. If you're visiting Hamilton as well, you can look forward to a solid night's sleep at Hilton Niagara Falls/Fallsview Hotel & Suites or Oakes Hotel Overlooking the Falls.
How far in advance should I book my Southwestern Ontario holiday?
To score discount prices, book as early as you can. Air carriers usually release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Southwestern Ontario, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Southwestern Ontario travel package include?
That depends entirely on you. You can select from a range of Southwestern Ontario bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Southwestern Ontario getaway looks like, get set to save!
What should I know before booking a Southwestern Ontario travel package?
Our prices are always low. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Southwestern Ontario Expedia holiday package?
You certainly can. We offer more than 550 airline partners all over the world, so pick the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Southwestern Ontario holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Southwestern Ontario holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.