Southwestern Ontario Holidays from £943

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Your Southwestern Ontario Holiday

When your wanderlust is calling, answer it with a holiday package to Southwestern Ontario. If you're heading for Hamilton, get ready to experience this city's nature, culture, history and more. With so much to see and do on a trip to Southwestern Ontario, it can be difficult to know where to begin. Kick off your travels in Hamilton at Tim Hortons Field and Village Theatre Waterdown — two leading attractions here. Another great city worth adding to your itinerary is Windsor. Be sure not to miss Detroit Windsor Tunnel and Caesars Casino. From the instant you book your Southwestern Ontario holiday to the second you come back home, Expedia has you covered each step of the way.

Top Southwestern Ontario Flight + Hotel Deals

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

Cambridge Suites Toronto

Downtown Toronto
£943
per person
5 Dec - 12 Dec
found 22 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.2/10 Wonderful! (8,685 reviews)
We thoroughly enjoyed our stay at the Cambridge Suites Hotel in Toronto. Although the hotel is a little older, it was clean, comfortable, and well maintained. The breakfast buffet was delicious and satisfying, and our room was spacious and inviting. The fitness centre had everything we needed, and we especially enjoyed unwinding in the hot tub. The staff were friendly, helpful, and always willing to assist whenever we needed anything. Overall, we had a wonderful stay and would happily return!

Reviewed on 16 Oct 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
£1,089
per person
26 Dec - 2 Jan
found 22 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.4/10 Exceptional! (4,956 reviews)
I have no complaints about my stay! The room I initially booked was a little small, but the staff accommodated me with a larger room by the next morning. Everyone was very helpful and friendly, and I truly appreciated their hospitality. Thank you for making my stay a pleasant one!

Reviewed on 16 Oct 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
£1,455
per person
22 Dec - 27 Dec
found 7 hours ago
Return flight included
London (LHR) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
Save 100% on your flight
£1,507
per person
5 Dec - 12 Dec
found 22 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.6/10 Exceptional! (1,384 reviews)
Spectacular Views Apartments

Spectacular Views Apartments

Downtown Toronto
£1,189
per person
22 Dec - 27 Dec
found 1 day ago
Return flight included
London (LGW) to Toronto (YYZ)
8.8/10 Excellent! (52 reviews)

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
A park with green grass, trees, benches, and a tall building in the background.

Downtown London

Downtown London is known for its ample dining options, and you can make a stop by Centennial Hall and Grand Theatre while in the area.

A river with buildings and a church tower in the background.

Paris

Paris is noteworthy for its restaurants, and you can make a stop at top attractions like Grand Experiences Canoe and Kayak Outfitters and Lion's Park.

A red brick building with arched windows and a sign reading "POWERHOUSE".

Stoney Creek

Travellers like the museums in Stoney Creek, and Confederation Park is a top attraction you might want to visit.

A red covered bridge over a river.

Saint Jacobs

You'll enjoy the museums and riverfront in Saint Jacobs. You might want to make time for a stop at St. Jacobs Scoolhouse Theatre or Waterloo Central Railway.

A multi-tiered waterfall cascading over rocky steps.

Ancaster

You'll enjoy the restaurants and parks in Ancaster. You might want to make time for a stop at Hamilton Golf and Country Club or Fieldcote Memorial Park & Museum.

Southwestern Ontario Holiday Packages

Surrounded by the Great Lakes, this Canadian region offers plenty of freshwater sporting opportunities as well as exciting urban cultural delights.

Take advantage of Southwestern Ontario’s geographic position between lakes and rivers for boating, swimming, fishing and other freshwater activities. On land, visit wineries, watch birds, hike and cycle, enjoy culinary treats and attend numerous festivals, concerts, museums and galleries. About 3.5 million people live in this large region between WindsorOpens in a new window and TorontoOpens in a new window. Plan multiple trips to appreciate the variety of offerings from city to city.

LondonOpens in a new window, in the centre of the region, has exciting theatre, museums and artistic experiences. Enjoy a performance at the Grand TheatreOpens in a new window and stroll through the stalls and restaurants of Covent Garden MarketOpens in a new window.

The unique Stones 'n Bones Museum in Sarnia presents an eclectic collection of fossils, taxidermy and artifacts from around the world in a fun and educational manner. Elsewhere in the city sample Canadian craft beer and visit excellent Lake Huron beaches.

In Windsor, view high-rises, flowerbeds and sculptures along the Detroit River. Sample Canadian Club Whisky at its source, find entertainment at a casino and enjoy exciting culinary creations. Make a trip to Pelee Island to enjoy the peace of a nature reserve and visit a winery. Bring binoculars for the spring bird migration at Point Pelee National Park.

Chatham-Kent offers fishing on Lake Erie as well as interesting history as one of the last northern stops of the Underground Railroad. Farther east, cycle along the shoreline of Elgin County to enjoy stunning lake views. Continue to Norfolk County to sample fresh produce and more great wine in this area known as “Ontario’s Garden.” Explore the winding Grand River in Haldimand County by kayak or on an elegant dinner cruise.

Plan a week of golf at multiple courses in Middlesex. Nearby, sample maple syrup during spring festivals in Oxford County and follow the cheese trail in this dairy capital. Stratford provides exciting professional theatre with events ranging from the Shakespeare Festival to a tour of Justin Bieber’s favourite spots.

Find your favourite holiday activities among the varied cities and regions of Southwestern Ontario.

Southwestern Ontario Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)

Top hotels in Southwestern Ontario

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON
£53
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (3,562 reviews)
"very nice they have to update the GPS for the checking to get to the right place is a little complicated when you're driving to find it the right place to check in"

Reviewed on 16 Oct 2026

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Quality Inn

Quality Inn

2899 King St E Kitchener ON
Fully refundableReserve now, pay when you stay
£60
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (1,808 reviews)
"Building is old but has been updated at some time. Very basic hotel ( also inexpensive) but very clean rooms and common areas. Staff were very polite. Breakfast was typical complimentary style with enough choice. Lots of fresh apples and bananas as well. There was ample parking."

Reviewed on 15 Oct 2026

Quality Inn
Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road Burlington ON
Fully refundableReserve now, pay when you stay
£90
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (2,722 reviews)
"Rooms are fine. Location is great. The Port House is a nice bar and restaurant on the water. If you want something different there are a lot of places with a 5 minutes. The staff has always been courteous and helpful when we've stayed there."

Reviewed on 15 Oct 2026

Waterfront Hotel Downtown Burlington
See all 5,162 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.

Stay near popular Southwestern Ontario attractions

A lakeside town with reflective water, buildings, and a hilly backdrop.
Photo by Blue Mountain Resort

Blue Mountain Ski Resort

9.0/10 (1,956 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.
See properties
A large circular building with a flat roof surrounded by a cityscape at night.

TD Coliseum

8.6/10 (402 reviews)
Catch an event at TD Coliseum during your trip to Hamilton. Experience the area's great live music and acclaimed theatre scene.
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A pianist performing on a grand piano in a dimly lit concert hall with an audience in the background.

Festival Theatre

9.6/10 (893 reviews)
You can make plans for a show at Festival Theatre during your stay in Stratford. Experience the acclaimed theatre scene and lively festivals in this walkable area.
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A river running through a town with a bridge, surrounded by dense greenery.

St Jacobs Farmers Market

9.2/10 (772 reviews)
During your visit to Township of Woolwich, you can browse for the perfect souvenirs at St Jacobs Farmers Market. Experience the area's live music and festivals.
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Two giraffes walking on a paved path in a grassy area with trees in the background.
Photo by Deanna Rodrigues

African Lion Safari

8.2/10 (243 reviews)
Visit the animals who live at African Lion Safari during your trip to Hamilton. While in this family-friendly area, you can savour the top-notch restaurants.
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A rocky coastline with a cave entrance and clear blue sea.

Bruce Peninsula National Park

9.6/10 (276 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.
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Scandinave Spa Blue Mountain

8.8/10 (775 reviews)
You can take time to visit Scandinave Spa Blue Mountain during your travels to The Blue Mountains. Discover the mountain views in this quaint area or enjoy its ski slopes.
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Detroit Windsor Tunnel

8.0/10 (1,568 reviews)
Find out about the history of Windsor with a stop at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
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Frequently asked questions

How much does a Southwestern Ontario travel package cost?
Handcraft your Southwestern Ontario travel package from a low £943. Choose from any combination of hotels, flights and rental cars to create the escape you've been dreaming of. Be sure to add on a few experiences or tours!
If I'm not able to travel, can I cancel my Southwestern Ontario travel package?
Yes, you can cancel your Southwestern Ontario booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Southwestern Ontario?
Bundle your bookings with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 hotels across the world, your Southwestern Ontario travel package can be tailored exactly to suit your travel style. With all those extra dollars, why not include a few exciting experiences and tours? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Southwestern Ontario is closer than you thought!
Does Expedia offer Book Now, Pay Later Southwestern Ontario holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Check out these flexible payment options:
  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.
How far in advance should I book my Southwestern Ontario holiday?
Savvy travellers often book early. You can usually compare international fares on Expedia up to a year before your flight. If you've left booking to the last minute, fear not. Low prices sometimes occur just weeks before departure.
What does an Expedia Southwestern Ontario travel package include?
Much of that is up to you. You can select from a variety of Southwestern Ontario bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your Southwestern Ontario getaway looks like, get ready to save!
What should I know before booking a Southwestern Ontario travel package?
A travel package can be customized for your budget and is a great way to make your hard-earned dollars stretch further. How much you include is your call. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a Southwestern Ontario Expedia travel package?
Yes, definitely. Expedia has more than 550 airline partners to select from worldwide. With so many choices, finding the right carrier to take you to Southwestern Ontario won't be hard.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.