Southwestern Ontario Vacations

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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

Find the Best Southwestern Ontario Vacation Packages

Southwestern Ontario Hotel Deals

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is AED 384 per night from May 18 to May 19
AED 384
AED 527 total
18 May - 19 May
includes taxes & fees
8.6/10 Excellent! (3,225 reviews)
Room was excellent. Being in a casino it is a very large property therefore can be a lot of walking but everything is accessible.

Reviewed on 12 May 2026

Caesars Windsor - A Caesars Rewards Destination
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 AED 351 per night from May 17 to May 18
AED 351
AED 419 total
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (1,709 reviews)
Having a kitchen is great. Could use a sharper knife, but otherwise it had everything you needed for basic cooking.

Reviewed on 13 May 2026

Sandman Hotel Hamilton
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

4 out of 5
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
The price is AED 372 per night from May 20 to May 21
AED 372
AED 445 total
20 May - 21 May
includes taxes & fees
9.2/10 Wonderful! (1,085 reviews)
Convenient location nestled along the riverfront and a quick walk to the parking garage, waterpark, and dining. Lobby and staff were welcoming. Room was clean and comfortable. Excellent stay.

Reviewed on 11 May 2026

DoubleTree by Hilton Windsor Hotel & Suites
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.

Frequently asked questions

How do I find cheap flights to Southwestern Ontario that have flexible change policies?
By using our helpful "No change fee" filter, that's how. Simply type in your travel dates, click "Search," then mark the checkbox under the "Flexible change policies" heading (top left of your screen). Expedia makes it a cinch to find cheap, flexible airfares to Southwestern Ontario.
Which airlines fly to Southwestern Ontario?
Pack your bags and choose from these top airlines that service Southwestern Ontario:

  • Delta - 8,212 flights to or near Southwestern Ontario each month, including 7,653 flights to Detroit Metropolitan Wayne County Airport (DTW) per month.
  • Air Canada - 2,738 flights to or near Southwestern Ontario each month, including 2,738 flights to Pearson Intl. Airport (YYZ) per month.
  • American Airlines - 1,462 flights to or near Southwestern Ontario each month, including 751 flights to Pearson Intl. Airport (YYZ) per month.

How can I find cheap tickets to Southwestern Ontario?
You'll always get a fabulous deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred travel date, then tick the flexible dates box above to see a list of prices for nearby days. was the cheapest price for a flight to Southwestern Ontario in the last seven days.
How much is a flight to Southwestern Ontario?
One-way flights from () sold for just in the last seven days. During this time, the cost of a round-trip fare to Southwestern Ontario varied between and . If you find a bargain ticket, book as fast as you can — these fares don't stick around.
What are the most popular airports to fly into in Southwestern Ontario?
Depending on your final Southwestern Ontario destination, you'll have a selection of popular airports to choose between. These include:

  • Detroit Metropolitan Wayne County Airport (DTW) - 10,130 flights per month.
  • Pearson Intl. Airport (YYZ) - 5,363 flights per month.
  • Billy Bishop Toronto City Airport (YTZ) - 338 flights per month.

When is the cheapest time to fly to Southwestern Ontario?
Leave for Southwestern Ontario early on in the week and you'll usually be rewarded with cheaper fares. Tuesday is known for being the cheapest day to jump on a plane, closely followed by Monday. If you're eager to avoid the most expensive flights, stay away from Saturdays.
How much is a plane ticket to Southwestern Ontario?
Plane tickets to Southwestern Ontario varied from to in the last seven days. Usually, the quicker you book the better the price.
What months are the cheapest to book a flight to Southwestern Ontario?
The best month to book a fantastic deal to Southwestern Ontario is February, while the priciest month is December. Keep clear of this month if you want to save your dollars.
How long is a flight to Southwestern Ontario?
Here are several popular routes to Southwestern Ontario from the States, plus their average travel times:

  • New York, NY (LGA-LaGuardia) to Pearson Intl. Airport (YYZ) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Pearson Intl. Airport (YYZ) - 1 hour and 45 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Pearson Intl. Airport (YYZ) - 1 hour and 45 minutes

What are the best things to do in Southwestern Ontario?

  • Jampacked with cultural allure and energy, Hamilton is a fantastic place to begin your Southwestern Ontario getaway. Visit prominent attractions like African Lion Safari, get some retail therapy or eat and drink your way around some of this destination's wonderful eateries. What you choose to do is up to you!
  • When it comes to working out the activities for your break, keep in mind that Hamilton has a humid continental climate. Be sure to check the temperatures before you jet off so you have a clearer picture of what to expect.
  • Be sure to make Toronto the next place you go to. It's roughly 56 kilometers to the northeast of Hamilton and where you'll find Toronto Premium Outlets, one of this destination's leading tourist sights.

What is the best time to go to Southwestern Ontario?
If you're eager to take in Southwestern Ontario's most populous city when it's really buzzing, head to Hamilton sometime in June, July and August. Like most destinations in the Northern Hemisphere, summer here begins June 20, with average temperatures ranging between 16ºC (61ºF) and 24ºC (75ºF).