Southwestern Ontario Vacation Packages

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Your Southwestern Ontario Vacation

When wanderlust beckons, answer it with a vacation 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 vacation. From flights and accommodations, to rental cars and activities, we know how to curate a travel experience like no other.

Top Southwestern Ontario Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Downtown Toronto
Price was CA $762, price is now CA $579 per person
CA $579
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (4,050 reviews)

Spectacular Views Apartments

Spectacular Views Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $2,594, price is now CA $1,635 per person
CA $1,635
per person
Dec 20 - Dec 26
found 4 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.8/10 Excellent! (52 reviews)

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $1,008, price is now CA $642 per person
CA $642
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (4,956 reviews)
Terrible

Reviewed on Oct 27, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $2,361, price is now CA $1,509 per person
CA $1,509
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
First class Hotel all The way

Reviewed on Oct 27, 2026

The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was CA $920, price is now CA $625 per person
CA $625
per person
Dec 7 - Dec 10
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,146 reviews)

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
A park with green grass, trees, benches, and a tall building in the background.

Downtown London

Downtown London is known for its ample dining options, and you can make a stop by Centennial Hall and Grand Theatre while in the area.

Find hotels in Downtown London

Ready to book your vacation to Southwestern Ontario?

 

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Southwestern Ontario Hotel Deals

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is CA $71 per night from Nov 2 to Nov 3
CA $71
CA $110 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (3,602 reviews)
"This Caesars property is one of the best I have stayed at. The rooms are large and clean. Good amenities in the casino. We went on Sunday evening so food options were limited but Tim Horton’s was good. Really impressed with the gaming floor. A lot of slot machine options. Piece of advice. if your ..."

Reviewed on Oct 27, 2026

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Quality Inn

Quality Inn

2.5 out of 5
2899 King St E Kitchener ON
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Oct 29 to Oct 30
CA $114
CA $134 total
Oct 29 - Oct 30
includes taxes & fees
8/10 Very good! (1,835 reviews)
"Good staff, clean room and a good included breakfast!"

Reviewed on Oct 27, 2026

Quality Inn
Sandman Hotel Hamilton

Sandman Hotel Hamilton

3.5 out of 5
560 Centennial Parkway North Hamilton ON
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Nov 8 to Nov 9
CA $131
CA $156 total
Nov 8 - Nov 9
includes taxes & fees
8.8/10 Excellent! (2,012 reviews)
"Overall the hotel was fantastic but expedia charged me in US dollars when I paid with a Canadian card, while traveling in Canada :( And I was not notified in advance of the $200 security deposit that could only be paid by credit card. Thankfully the front desk staff were accommodating of my debit ..."

Reviewed on Oct 26, 2026

Sandman Hotel Hamilton
See all 5,201 properties in Southwestern 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.
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Stay near popular Southwestern Ontario attractions

A lakeside town with reflective water, buildings, and a hilly backdrop.
Photo by Blue Mountain Resort
Open Photo by Blue Mountain Resort

Blue Mountain Ski Resort

9.0/10 (1,956 reviews)
From skiing and snow sports to mountain biking and zip-line tours, there are exciting activities throughout the year at this Ontario mountain resort.
See properties

Frequently asked questions

How much does a Southwestern Ontario vacation package cost?
Perhaps less than you might think — from a tempting CA $579, 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 vacation 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 vacation?
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 vacation 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 vacation 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 vacation 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.