Name: Holiday Inn Express Windsor Waterfront by IHG
Price range: $125 total
Rating: 8.6

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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.

Woodbourne Inn

St. Davids

Save 100% on your flight

$542

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.8/10 Exceptional! (492 reviews)

We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug 24, 2025

Waterfront Majesty Enclaves

Downtown Toronto

$612

per person

Oct 31 - Nov 3

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

6.6/10 (127 reviews)

Location was amazing!! Beautiful light in the whole place. Two bathrooms and separate bedrooms. Easy check- in, good communication with property!!!

Reviewed on Aug 23, 2025

Fairmont Royal York

Downtown Toronto

Save 100% on your flight

$871

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9/10 Wonderful! (7,149 reviews)

Room was very small and needed many updates.

Reviewed on Aug 25, 2025

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

$1,158

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.4/10 Exceptional! (580 reviews)

very much accommodating extremely nice and helpful

Reviewed on Aug 24, 2025

GLOBALSTAY. Modern Downtown Apartments

Downtown Toronto

Save 100% on your flight

$606

per person

Nov 7 - Nov 9

found 1 day ago

Roundtrip flight included

Miami (MIA) to Toronto (YYZ)

7.8/10 Good! (294 reviews)

Overall, the property was nice and in a great location. We could walk anywhere and easily use the public transportation. However, the bed was uncomfortable and the sofa bed was even worse. We also couldn’t find any extra comforters for the sofa bed. Aside from the bathroom, the flooring really needs to be updated.

Reviewed on Aug 17, 2025

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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

Downtown London

1 out of top 10 points of interest in this area

4/5(88 area reviews)

The urban hub of Ontario’s Western University features a variety of British-inspired attractions and the calm beauty of nature.

Discover the most popular places to visit in Southwestern Ontario

Blue Mountain Ski Resort

4.5/5(37 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.

Took some time to visit the Western University Campus. Main campus is beautiful. Lots of old buildings and mature trees make for a beautiful setting.

University of Western Ontario

4.5/5(26 reviews)

Explore the campus of University of Western Ontario, during your travels in London. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

A safari experience in Ontario, Canada with unexpected delights! You can either use the Safari Tour Bus or drive around in your own vehicle to see over 1000 exotic birds and animals including a magnificent pride of lions. Love watching the elephants march in a line for a swim twice a day; bird and other shows; boat cruise, and a wet play area for the kids. #OntarioCanada #Safari #zoo #exoticanimals #Wildlife

African Lion Safari

4.5/5(17 reviews)

Visit the native and exotic animals who live at African Lion Safari during your trip to Hamilton. While in this family-friendly area, you can savor the top-notch restaurants.

Southwestern Ontario Hotel Deals

Caesars Windsor

377 Riverside Dr E, Windsor, ON

$125 nightly

$150 total

Sep 1 - Sep 2

Total with taxes and fees

8.4/10 Very Good! (3,042 reviews)

"Clean rooms, having a fridge in the room was very helpful. Can go anywhere with the bus terminal just blocks away."

Reviewed on Aug 23, 2025

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road, Burlington, ON

Fully refundableReserve now, pay when you stay

$122 nightly

$144 total

Aug 26 - Aug 27

Total with taxes and fees

8.4/10 Very Good! (2,392 reviews)

"Excellent"

Reviewed on Aug 23, 2025

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East, Windsor, ON

Fully refundable

$104 nightly

$125 total

Sep 7 - Sep 8

Total with taxes and fees

8.6/10 Excellent! (1,302 reviews)

"We really like it"

Reviewed on Aug 22, 2025

See all 4,771 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.