Southwestern Ontario Vacation Packages 2025/2026 from $683

Southwestern Ontario flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Woodbourne Inn

St. Davids

Save 100% on your flight

per person

Aug 29 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden, a lobby fireplace, and a communal living room are also on offer.

151 Dan Leckie Way

Downtown Toronto

Save 100% on your flight

per person

Aug 30 - Sep 6

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

GLOBALSTAY. Burano Condos in Downtown Toronto

Downtown Toronto

Save 100% on your flight

per person

Aug 30 - Sep 6

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

This hotel features self parking and express check-in. Express check-out is also provided.

Downtown Toronto near CN Tower

Downtown Toronto

Save 100% on your flight

per person

Aug 30 - Sep 6

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

This aparthotel featured laundry facilities and a virtual front desk. Take advantage of the self parking.

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

This luxury aparthotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and coffee shop.

Top Southwestern Ontario hotels deals

Best Western Plus Waterfront Hotel

277 Riverside Drive West, Windsor, ON

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$120 total

Jul 27 - Jul 28

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Pool

Pet friendly

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road, Burlington, ON

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$140 total

Jul 24 - Jul 25

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Pool

Pet friendly

Caesars Windsor

377 Riverside Dr E, Windsor, ON

$133 nightly

$160 total

Aug 17 - Aug 18

Total includes taxes and fees

A casino, 6 restaurants, and an indoor pool are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.

Pool

Parking included

Colonial Hotel & Suites

1 Main St W, Lambton Shores, ON

$190 nightly

$215 total

Aug 20 - Aug 21

Total includes taxes and fees

This hotel features a seasonal outdoor pool and a poolside bar. Guests will appreciate free perks like free self parking and WiFi in public areas. A fireplace in the lobby and express check-out are also provided.

Pool

Parking included

Holiday Inn Express & Suites Milton by IHG

2750 High Point Dr, Milton, ON

Free Cancellation

$90 nightly

$101 total

Jul 27 - Jul 28

Total includes taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Pool

Breakfast included

Adventure the Bruce Inn - Recently Renovated With Outdoor Hot Tub

7362 ON-6, Northern Bruce Peninsula, ON

$273 nightly

$321 total

Aug 14 - Aug 15

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

Parking included

Free WiFi

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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.

Popular places to visit

Blue Mountain Ski Resort

Hit the slopes at Blue Mountain Ski Resort, a top ski area in The Blue Mountains. Discover the mountain views and spas in this quaint 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

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.

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

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.

Frequently asked questions

How much are vacation packages to Southwestern Ontario?

Packages, which include flights and hotels in Southwestern Ontario, start from just $683. Make your travel fantasies come to life and secure your dream vacation with Travelocity today.

Where can I get the best vacation package deals for Southwestern Ontario?

You can't beat Travelocity when it comes to piecing together your Southwestern Ontario package deal. There are as many as 400 partner airlines and 1,000,000 worldwide properties to select from. Lock in your trip now and get ready to tick another amazing destination off your must-visit list.

Why should I book my Southwestern Ontario vacation package via Travelocity?

Incredible savings, loads of enticing destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Will I save money on my Southwestern Ontario car rental if I bundle it with hotels and flights?

Definitely. And our Southwestern Ontario vacation packages are the best way to do it. In just a few clicks you can save cash and time by bundling your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add a few tours to your package and make savings on those too.

Which airport is best for Southwestern Ontario?

London Intl. Airport (YXU) is a popular choice for many travelers to Southwestern Ontario. But depending on your schedule, Region of Waterloo Intl. Airport (YKF) or John C. Munro Hamilton Intl. Airport (YHM) might work better for you.

What is there to do in Southwestern Ontario?

A diverse and attractive destination, Southwestern Ontario boasts some incredible sights and attractions. African Lion Safari and Grand Bend Beach are among the most popular.