Name: Caesars Windsor - A Caesars Rewards Destination
Price range: $128 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.

Hilton Toronto/Markham Suites Conference Centre & Spa

$706

per person

Jun 4 - Jun 9

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (1,552 reviews)

The breakfast was not up to standards for the chain name "Hilton". Over priced. $28 dollars per person, thats ridiculous. Disappointment!! I was told by staff breakfast was included but that was false information.

Reviewed on Apr 9, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,119

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (2,567 reviews)

Wonderful hotel in perfect downtown location. Staff are so friendly and helpful, with several languages spoken which is really helpful. Nicely sized room, well-equipped. Super comfy bed. Tidy and clean bathroom with excellent water pressure. Included breakfast is vast and delicious.

Reviewed on Apr 12, 2026

Holiday Inn Express Toronto - Downtown by IHG

Downtown Toronto

Save 100% on your flight

$1,015

per person

Jun 21 - Jun 26

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (1,982 reviews)

It checked all the boxes for an Express.

Reviewed on Apr 9, 2026

GUESTIC at Queen West

Old Toronto

Save 100% on your flight

$3,740

per person

Jun 27 - Jul 1

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

4/10 (1 review)

Radisson Blu Toronto Downtown

Downtown Toronto

Save 100% on your flight

$1,003

per person

Jun 27 - Jul 2

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (2,903 reviews)

Breakfast was good the server was outstanding

Reviewed on Apr 12, 2026

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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

4/5(89 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.

London, Ontario, Canada - August 30, 2020: Western University campus in London, Ontario, Canada. Western is a Canadian public research university.

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.

Bruce Peninsula National Park

5/5(9 reviews)

Explore the great outdoors at Bruce Peninsula National Park, a lovely green space in Northern Bruce Peninsula. While you're in the area, stroll along the waterfront.

Southwestern Ontario Hotel Deals

Best Western Plus Lamplighter Inn & Conference Centre

591 Wellington Rd S. London ON

Fully refundableReserve now, pay when you stay

$116 nightly

$138 total

Apr 19 - Apr 20

Total with taxes and fees

8.8/10 Excellent! (1,710 reviews)

Family-friendly

Reviewed on Apr 11, 2026

Hard Rock Hotel London Ontario

100 Kellogg Lane London ON

Fully refundableReserve now, pay when you stay

$238 nightly

$282 total

Apr 19 - Apr 20

Total with taxes and fees

9.4/10 Exceptional! (710 reviews)

Wonderful property, spacious rooms, courteous staff and breakfast has many options including vegetarians

Reviewed on Apr 11, 2026

Caesars Windsor - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$107 nightly

$128 total

May 11 - May 12

Total with taxes and fees

8.6/10 Excellent! (3,188 reviews)

Fun

Reviewed on Apr 12, 2026

See all 4,893 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.