Southwestern Ontario Holidays from £805

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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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was £1,251, price is now £805 per person
£805
per person
11 May - 18 May
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
8.4/10 Very Good! (1,001 reviews)
Love the place. Clean and multiple places within walking distance

Reviewed on 27 Feb 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was £1,799, price is now £1,004 per person
£1,004
per person
11 May - 18 May
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Yes everything was exceptional highly recommended

Reviewed on 28 Feb 2026

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was £2,027, price is now £1,216 per person
£1,216
per person
5 May - 12 May
found 2 hours ago
Return direct flight included
London (LON) to Toronto (YYZ)
No reviews
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was £2,816, price is now £1,787 per person
£1,787
per person
11 May - 18 May
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything was great

Reviewed on 22 Feb 2026

Fairmont Royal York Gold Experience

Fairmont Royal York Gold Experience

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was £3,270, price is now £2,193 per person
£2,193
per person
11 May - 18 May
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
9.4/10 Exceptional! (182 reviews)
The front desk staff really went above and beyond to make my stay over the holidays great! The rooms were well appointed and beautiful.

Reviewed on 27 Dec 2025

The Annual Holiday Sale

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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
Victoria Park showing a park

Downtown London

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

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

Find hotels in Downtown London

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

Best Western Plus Lamplighter Inn & Conference Centre

Best Western Plus Lamplighter Inn & Conference Centre

3 out of 5
591 Wellington Rd S. London ON
Fully refundableReserve now, pay when you stay
The price is £92 per night from 24 Mar to 25 Mar
£92
24 Mar - 25 Mar
includes taxes & fees
8.8/10 Excellent! (1,619 reviews)
This hotel is absolutely fantastic, but we stayed at the wrong time. We were not aware in advance, but they were doing construction/repairs on the waterfall and slide. There was a very loud high pitch noise, nonsto0 for the better oartnof two days. It was impossible to enjoy the pool and atrium area ...

Reviewed on 25 Feb 2026

Best Western Plus Lamplighter Inn & Conference Centre
Hard Rock Hotel London Ontario

Hard Rock Hotel London Ontario

4 out of 5
100 Kellogg Lane London ON
Fully refundableReserve now, pay when you stay
The price is £167 per night from 29 Mar to 30 Mar
£167
29 Mar - 30 Mar
includes taxes & fees
9.4/10 Exceptional! (561 reviews)
Very beautiful and clean and lovely staff 😍

Reviewed on 28 Feb 2026

Hard Rock Hotel London Ontario
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 £98 per night from 30 Mar to 31 Mar
£98
30 Mar - 31 Mar
includes taxes & fees
8.6/10 Excellent! (3,201 reviews)
The room was very clean. Staff was great

Reviewed on 28 Feb 2026

Caesars Windsor - A Caesars Rewards Destination
See all 4,814 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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Popular places to visit

Blue Mountain Ski Resort featuring night scenes, a small town or village and snow

Blue Mountain Ski Resort

From skiing and snow sports to mountain biking and zip-line tours, there are exciting activities throughout the year at this Ontario mountain resort.

Blue Mountain Ski Resort
Caesars Windsor at night

Caesars Casino

Why not try your luck with a visit to Caesars Casino during your travels in Windsor? Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.

Caesars Casino
Night aerial photo First Ontario Center

TD Coliseum

Catch an event at TD Coliseum during your trip to Hamilton. Experience the area's great live music and acclaimed theatre scene.

TD Coliseum

Frequently asked questions

Can I cancel my flight booking to Southwestern Ontario due to COVID-19?
Our handy Customer Service Portal is where you can find information about changing or cancelling your flight due to COVID-19. Before reserving your tickets, it's smart to look over the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Southwestern Ontario that have flexible change policies?
When it comes to flying these days, flexibility is essential. That's why we've added a "No change fee" filter to help you locate cheap and flexible airfares to Southwestern Ontario. It's on the left of your screen underneath the "Flexible change policies" heading.
What are some of the general tips for travellers to Southwestern Ontario during the COVID-19 outbreak?
The COVID-19 pandemic has changed the world in many ways, including how we're able to safely travel. These tips will help you better understand these new challenges and prepare you for your trip to Southwestern Ontario:
  • Before you lock in a flight, find out if any travel restrictions or bans apply — in both your origin and destination. Keep informed with the latest updates by reviewing government and travel websites.
  • When you go through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for identification purposes. Passengers who refuse to wear a mask may be denied entry or boarding.
  • Instead of handing a TSA agent your boarding pass, place it straight on the reader yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for screening.
  • Place any personal items (e.g, wallet, keys and phone) in your carry-on instead of a bin to reduce handling during screening.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Southwestern Ontario?
Delta runs flights into or near Southwestern Ontario, including 9851 that travel to Detroit Metropolitan Wayne County Airport (DTW) each month. Pick your holiday dates and then book your fare early for an unbeatable deal.
How can I find cheap tickets to Southwestern Ontario?
You'll always walk away with an epic deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see prices for nearby days. was the best price for a flight to Southwestern Ontario in the last seven days.
How much is a flight to Southwestern Ontario?
In the last seven days, return tickets to Southwestern Ontario sold for as low as and reached a maximum cost of . For one-way journeys departing from (), the lowest price during this time was .
What are the most popular airports to fly into in Southwestern Ontario?
The main gateway to Southwestern Ontario, roughly 12654 flights cruise into Detroit Metropolitan Wayne County Airport (DTW) every month. Search for a great deal, reserve your seat and prepare to experience this wonderful region.
When is the cheapest time to fly to Southwestern Ontario?
Fly out on a Tuesday to boost your chances of nabbing the cheapest flight to Southwestern Ontario. Mondays are usually the second most affordable day to depart. Saturday is typically the priciest day to fly anywhere.
How much is a plane ticket to Southwestern Ontario?
In the last seven days, tickets to Southwestern Ontario varied between and . Prices tend to rise over time, so grab a cheap flight today.
Which airlines with flights to Southwestern Ontario employ COVID-19 cleanliness policies?
As countries begin to open their borders, most airlines have resumed services with new strategies including social distancing and increased sanitization. Here's what numerous carriers are doing to help lessen the spread of COVID-19:
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Air Canada - this airline is known for conducting passenger temperature checks and cleaning with disinfectant.
  • WestJet - this airline is known for cleaning with disinfectant and electrostatic cleaning.

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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. Flight-inclusive packages are ATOL protected.