Southern Ontario Vacation Packages 2026 from $560

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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.

The Waterside Inn

Port Credit

$560

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Miami (MIA) to Toronto (YYZ)

8.6/10 Excellent! (1,064 reviews)

This is a hotel that was great in its day, and needs some tlc to bring it back to its old grandeur. The location is great but that's about it. The entrance is difficult and the lobby set up is badly designed - getting in and out if more than one person is coming is a feat. The staff, the little we saw of them, at the front desk were not friendly nor helpful. We were supposed to get the Expedia VIP treatment, but what we got was an attitude. On top of that, there seems to be a policy in Canada to charge a security deposit of $400 on a paid room. I had never heard of such a thing, and what's the logic there? One of the appliances in the apartment wasn't working either. I wanted to like it, low floor view and balcony, but the unfriendliness really took the joy out of the stay. It's comfortable enough in the room, just don't expect a super friendly or pleasant experience.

Reviewed on Aug 27, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,353

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,484 reviews)

Clean room and excellent staff.

Reviewed on Aug 28, 2026

1 Hotel Toronto

Downtown Toronto

$2,396

per person

Sep 27 - Oct 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Town Inn Suites Hotel

Downtown Toronto

$1,054

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,932 reviews)

The room was nice and everything you would require in an efficiency unit. It was reasonably clean. We had breakfast included and had to walk to the restaurant at the end of the street ( about 2 minutes). Food was really good there and staff were really nice. Only thing was we had to bring coffee from the hotel or purchase coffee at the restaurant as it was not included with breakfast (😁). Overall stay was good. Staff were friendly and all needs were met.

Reviewed on Aug 28, 2026

Shangri-La Toronto

Downtown Toronto

$2,195

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,350 reviews)

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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

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

6 out of top 10 points of interest in this area

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

Stay near popular Southern Ontario attractions

A city skyline with a prominent tower and a stadium by the waterfront.

CN Tower

9.0/10 (14,492 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

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A city skyline with a large stadium and a tall skyscraper.

Rogers Centre

9.0/10 (8,944 reviews)

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

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A roller coaster with red tracks and yellow supports.

Canada's Wonderland

8.6/10 (2,315 reviews)

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

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A panoramic view of a city with a prominent tower, a large stadium, and a river.

Scotiabank Arena

9.0/10 (8,219 reviews)

Catch an event at Scotiabank Arena during your trip to Toronto. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

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A multi-level shopping mall with high ceilings and glass railings.

CF Toronto Eaton Centre

8.8/10 (15,481 reviews)

Treat yourself to a shopping trip in the stores and boutiques of Toronto’s largest mall, which is housed under a striking glass ceiling.

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A person observing a large aquarium filled with various fish and stingrays.

Ripley's Aquarium of Canada

9.2/10 (8,531 reviews)

Make time to visit the sea animals who live at Ripley's Aquarium of Canada and learn why this is a favorite attraction in Toronto. Check out the shops and top-notch restaurants in this vibrant area.

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Toronto Zoo

8.0/10 (3,225 reviews)

Visit the biggest animal park in Canada and see land and sea creatures from all over the world in the zoo’s seven geographic habitats.

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A shopping plaza with a blue building, a purple building, and a sign for Legoland Discovery Center.

Vaughan Mills Mall

9.0/10 (2,377 reviews)

Come to shop for the latest clothes and products from a huge variety of brands or enjoy the fantastic in-house entertainment and dining.

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Southern Ontario Hotel Deals

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$153 nightly

$183 total

Sep 7 - Sep 8

Total with taxes and fees

Blue Mountain Resort Village Suites

156 Jozo Weider Blvd The Blue Mountains ON

Fully refundableReserve now, pay when you stay

$135 nightly

$159 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (5,903 reviews)

"When we checked in, Arusha at the front desk was very welcoming and nice. She answered all our questions, accommodated our requests, and did her best to make our stay at their property relaxing and exciting. We’re so glad with our experience at the Blue Mountain Resort. One thing could be improved ..."

Reviewed on Aug 28, 2026

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

$107 nightly

$128 total

Sep 27 - Sep 28

Total with taxes and fees

See all 17,129 properties in Southern 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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.1°F (-6.6000000000000005°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	21.0°F (-6.1000000000000005°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
March	30.4°F (-0.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	41.9°F (5.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
May	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
June	63.3°F (17.400000000000002°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	68.4°F (20.200000000000003°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	61.5°F (16.400000000000002°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	50.9°F (10.5°C)	Light Rain	Mostly Cloudy	Average	Average
November	37.4°F (3.0°C)	Light Rain	Mostly Cloudy	Average	Average
December	28.0°F (-2.2°C)	Light Rain	Mostly Cloudy	Average	Slightly 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.