Southern Ontario Vacations from $587

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Your Southern Ontario Vacation

Uncover a world of adventure with a Southern Ontario vacation package. This destination's unique character, charm and culture are guaranteed to be among the highlights of your getaway. Kick off your trip to Southern Ontario with some time exploring Toronto visiting popular attractions like Rogers Centre and CN Tower. Hamilton is another city that draws crowds from far and wide. Tim Hortons Field and Village Theatre Waterdown are two of the top places to see in this destination. Expedia has flights, hotels and all your other travel needs to help you put together your very own tailored Southern Ontario vacation today.

The Latest Southern Ontario vacation packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Toronto Downtown / Entertainment District
Spacious 4-Bedroom Retreat
Hotel Riu Plaza Toronto
151 Dan Leckie Way
Homewood Suites by Hilton Toronto Vaughan
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Where to stay in Southern Ontario

Find the best Southern Ontario areas and neighborhoods for the activities you enjoy most. Learn more about Southern Ontario

Discover the most popular places to visit in Southern Ontario

Southern Ontario Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $169 total per night from Feb 13 to Feb 14
$169 total
Feb 13 - Feb 14
Total with taxes and fees
8.4/10 Very Good! (13,760 reviews)
Very clean and nice play to stay

Reviewed on Jan 12, 2026

Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
$120 nightly
The price is $147 total per night from Feb 1 to Feb 2
$147 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (5,198 reviews)
Clean and reasonably priced

Reviewed on Jan 12, 2026

Holiday Inn Toronto Downtown Centre by IHG
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
1 King Street West Toronto ON
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $173 total per night from Jan 25 to Jan 26
$173 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (12,041 reviews)
The room was so clean and the hotel was so nice! Check-in was very easy and everyone was very helpful. I will come back to stay 100%!

Reviewed on Jan 12, 2026

One King West Hotel & Residence
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.

Find the Best Southern Ontario Vacation Packages

Things to do near Southern Ontario

Southern Ontario is perfect for outdoor and romantic getaways, offering a variety of activities such as skiing, scenic recreational areas, and luxurious resorts. Visitors can enjoy outdoor experiences, relax with spa excursions, embark on thrilling adventures, or take picturesque boat tours. This region provides an ideal backdrop for couples seeking a memorable vacation filled with beautiful landscapes and exciting activities.

Shopping

For a great shopping experience in Southern Ontario, visit St. Jacobs Farmers Market and St. Jacobs Market District Visitor Information Centre for local goods. Conestoga Mall offers a variety of shops and entertainment options, perfect for families and city vibes.

Recreation

At Elora Gorge Conservation Area, immerse yourself in nature with scenic trails and tranquil vibes perfect for relaxation. Osprey Valley Golf offers a spirited outdoor experience with picturesque courses, while the Caledon Ski Club provides luxury amenities for skiing enthusiasts seeking a refined alpine retreat.

Adventure

Experience the thrill of the Elora SkyRider Zipline, soaring 13 miles from Southern Ontario amidst stunning landscapes. For family fun, head to Bingemans, an arcade and adventure zone 28 miles away. In winter, embrace the snow at Chicopee Ski and Summer Resort, located 30 miles away, for skiing and sports excitement.

Nightlife

In Southern Ontario, dive into Toronto's vibrant nightlife at Queen Street West and the Entertainment District, filled with trendy bars, clubs, and live music. Explore Hamilton's James Street North for art-infused venues and Kitchener's vibrant downtown for craft breweries and dance spots, creating a lively atmosphere all around.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Southern Ontario

Southern Ontario offers a perfect blend of outdoor activities, scenic beauty, and romantic getaways. Visitors can explore a variety of attractions, including nature preserves, arts centers, and beautiful lakes. This region caters to travelers seeking cultural experiences, family fun, and local attractions. With numerous options for sightseeing and engaging activities, Southern Ontario promises a memorable vacation for everyone.

  • Luther Marsh Conservation Area: Located 6 miles from Southern Ontario, this serene reserve offers a peaceful escape into nature. Enjoy family-friendly activities like hiking, birdwatching, and picnicking, all while surrounded by beautiful landscapes and wildlife.
  • Elora Centre For The Arts: Situated 13 miles away, this vibrant arts center is a hub of culture and creativity. Experience local art exhibitions, workshops, and performances that showcase the talents of the community and immerse yourself in the artistic atmosphere.
  • Hillsburgh Library: Just 14 miles from Southern Ontario, this welcoming library is a treasure trove of knowledge and culture. Enjoy family-friendly programs, literary events, and cozy reading spaces, making it a perfect spot for both relaxation and learning.

Best time to go to Southern Ontario

The best time to visit Southern Ontario is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6000000000000005°C)Light RainMostly CloudySlightly LowSlightly Low
February21.0°F (-6.1000000000000005°C)Light RainMostly CloudySlightly LowAverage
March30.4°F (-0.9°C)Light RainMostly CloudyAverageSlightly Low
April41.9°F (5.5°C)Light RainMostly CloudySlightly LowSlightly High
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.400000000000002°C)Light RainMostly SunnyAverageSlightly High
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighAverage
August68.4°F (20.200000000000003°C)Light RainMostly SunnySlightly HighAverage
September61.5°F (16.400000000000002°C)Light RainMostly SunnySlightly HighSlightly High
October50.9°F (10.5°C)Light RainMostly CloudyAverageAverage
November37.4°F (3.0°C)Light RainMostly CloudyAverageAverage
December28.0°F (-2.2°C)Light RainMostly CloudyAverageSlightly Low

Tips to save on your trip to Southern Ontario

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Southern Ontario.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Southern Ontario Essential Information

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

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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.