Southwestern Ontario Holidays

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Top Flight + Hotel Deals in Southwestern Ontario

Price found within the past 48 hours. Click for updated prices.
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto
€1,001
per person
27 Dec - 30 Dec
found 12 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.4/10 Exceptional! (1,164 reviews)
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
€1,182
per person
27 Dec - 30 Dec
found 12 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.6/10 Exceptional! (1,384 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
€1,056
per person
27 Dec - 30 Dec
found 12 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9.4/10 Exceptional! (4,956 reviews)
Holiday Inn Express Toronto - Downtown by IHG

Holiday Inn Express Toronto - Downtown by IHG

Downtown Toronto
€1,022
per person
27 Dec - 30 Dec
found 12 hours ago
Return flight included
Dublin (DUB) to Toronto (YYZ)
9/10 Wonderful! (2,221 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.

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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.

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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.

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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.

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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.

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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
€63
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (3,568 reviews)
"Our room was clean and staff very friendly. We didn’t dine at the hotel."

Reviewed on 17 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
€72
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (1,809 reviews)
"Was ok place good for Octoberfest close to everything"

Reviewed on 16 Oct 2026

Quality Inn
Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road Burlington ON
Fully refundableReserve now, pay when you stay
€107
9 Nov - 10 Nov
includes taxes & fees
Waterfront Hotel Downtown Burlington
See all 5,211 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.
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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 holiday package cost?
Perhaps less than you might think — from a tempting €1,001, actually! By bundling flights, hotels and car rentals into a tailor-made travel package, your Southwestern Ontario escape is just clicks away.
How do I get a cheap travel package to Southwestern Ontario?
Bundling your flight and hotel with Expedia won't just save you time — it'll save you a pretty penny too. A Southwestern Ontario holiday package makes it a breeze to put together your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that suit your schedule won't be a challenge. In addition to that, we have over 1,000,000 hotels globally to select from. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
What are the top hotels in Southwestern Ontario?
For properties in Muskoka District with friendly service and comfy beds, check out Embassy Suites by Hilton Niagara Falls Fallsview and Sheraton Fallsview Hotel. If you're visiting Hamilton as well, you can look forward to a solid night's sleep at Hilton Niagara Falls/Fallsview Hotel & Suites or Oakes Hotel Overlooking the Falls.
How far in advance should I book my Southwestern Ontario holiday?
To score discount prices, book as early as you can. Air carriers usually release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Southwestern Ontario, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Southwestern Ontario travel package include?
That depends entirely on you. You can select from a range of Southwestern Ontario bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Southwestern Ontario getaway looks like, get set to save!
What should I know before booking a Southwestern Ontario travel package?
Our prices are always low. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Southwestern Ontario Expedia holiday package?
You certainly can. We offer more than 550 airline partners all over the world, so pick the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Southwestern Ontario holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Southwestern Ontario holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.