Southwestern Ontario Vacations from $620

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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 favorite with Southwestern Ontario travelers. 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.

The Latest Southwestern Ontario vacation packages

Price found within the past 48 hours. Click for updated prices.
Cityplace Executive Suites
1 Hotel Toronto
City Centre Suites
Woodbourne Inn
South Landing Inn Niagara on the Lake
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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

Discover the most popular places to visit in Southwestern Ontario

Southwestern Ontario Hotel Deals

Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

3 out of 5
2020 Lakeshore Road, Burlington, ON
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $145 total per night from Sep 8 to Sep 9
$145 total
Sep 8 - Sep 9
Total includes taxes and fees
8.4/10 Very Good! (2,381 reviews)
"Love this hotel, great service, clean rooms."

Reviewed on Aug 11, 2025

Waterfront Hotel Downtown Burlington
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
$126 nightly
The price is $150 total per night from Sep 1 to Sep 2
$150 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (3,049 reviews)
"Everything is good"

Reviewed on Aug 11, 2025

Caesars Windsor
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
$118 nightly
The price is $142 total per night from Aug 17 to Aug 18
$142 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (1,013 reviews)
"Great view of the river"

Reviewed on Aug 12, 2025

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