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Southern Ontario Vacations from $468

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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.
  • Jan 29 - Feb 1

    The Waterside Inn + Flight

    Port Credit
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,169 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YTZ - BOS • 1 stop
    $622
    $468
    per traveler
    found 4 hours ago
    The Waterside Inn
  • Dec 23 - Dec 28

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (5,269 reviews)
    "Room was too confining for 4 adults. If you advertise the room as suitable for 4 adults you should provide a room with ample space."
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $1,221
    $821
    per traveler
    found 7 hours ago
    Hotel Riu Plaza Toronto
  • Jan 1 - Jan 3

    1 Hotel Toronto + Flight

    Downtown Toronto
    2 nights
    5.0 star property
    9.6/10 - Exceptional (867 reviews)
    Roundtrip • New York (EWR) - Toronto (YYZ)
    EWR - YYZ • Nonstop YYZ - EWR • Nonstop
    $925
    $691
    per traveler
    found 1 day ago
    1 Hotel Toronto
  • Dec 23 - Dec 28

    Shangri-La Toronto + Flight

    Downtown Toronto
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,422 reviews)
    "We love Toronto and staying here is exactly what you would get from a luxury hotel experience."
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $1,640
    $1,230
    per traveler
    found 7 hours ago
    Shangri-La Toronto
  • Dec 23 - Dec 27

    Cityscape Suites at The Well + Flight

    Downtown Toronto
    4 nights
    3.5 star property
    9.0/10 - Wonderful (33 reviews)
    "Well furnished, excellent condition, and excellent coordination with host."
    Reviewed October 20, 2025
    Roundtrip • Miami (MIA) - Toronto (YYZ)
    FLL - YYZ • Nonstop YKF - MIA • 1 stop
    $5,374
    $4,061
    per traveler
    found 1 day ago
    Cityscape Suites at The Well

Discover the most popular places to visit in Southern Ontario

Southern Ontario Hotel Deals

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 out more about Southern Ontario

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.

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.

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.

Frequently Asked Questions

How do vacation package prices compare across popular destinations in Southern Ontario?

For a Southern Ontario vacation package, prices for a weekend trip vary across popular destinations, with Brampton and Vaughan typically offering the lowest prices, and Toronto having the highest. A weekend trip typically costs around $750 per adult in Brampton and Vaughan, around $800 in Mississauga and Markham, and around $900 in Toronto.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How can I save money on a Southern Ontario vacation package?

When you bundle, you can save up to 30%*. To save money on a Southern Ontario package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Southern Ontario vacation package?

A Southern Ontario vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Toronto or Mississauga. In Toronto, most hotels offer airport shuttle service to and from Toronto Pearson International Airport (YYZ) and most also include free breakfast. In Mississauga, nearly all hotels provide airport shuttle service, and most offer free breakfast.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

Which destinations in Southern Ontario offer the best-value vacation package deals?

Brampton, Mississauga, Vaughan, and Markham are some of the top destinations for cheap Southern Ontario vacation package deals. For an affordable weekend getaway, Brampton is often among the most budget-friendly options, with package prices starting around $430 per adult. For notable bundle savings, Vaughan is often among the best options, with flight-and-hotel bundles saving around $60 per adult.


Browse cheap vacation packages in Southern Ontario on Expedia to compare current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

When is the best time to visit the top destinations in Southern Ontario?

The best time for a Southern Ontario vacation package depends on which destination you choose.


Toronto is busiest in July and August, when highs are around 78°F and 77°F respectively. The Toronto Caribbean Carnival also takes place during July and August. If you'd prefer fewer crowds, January through March are quieter, with January highs around 30°F.


Mississauga sees its highest demand in July and August, with highs around 78°F for both months. For a quieter trip, consider visiting from January through March, when January highs are around 29°F.


The Blue Mountains experiences peak demand in December and August. December highs are around 32°F, while August highs reach around 74°F. If you prefer fewer visitors, from April to May and November are quieter, with April highs around 47°F.


Muskoka Lakes is most popular in July, with highs around 79°F. January is typically the quietest month, with highs around 28°F.

What package types are available across the top destinations in Southern Ontario?

Southern Ontario offers a variety of vacation package types across its popular cities, catering to different travel styles:

  • Budget: In Toronto, Stay Inn, rated 8.8 out of 10 by travelers, provides a comfortable stay with amenities like free breakfast and free WiFi, making it a great value option.
  • Family: Markham features family-friendly stays such as Monte Carlo Inn & Suites Downtown Markham, rated 7.7 out of 10 by travelers, which offers family rooms and an indoor pool, with travelers often praising the helpful staff.
  • Pet-friendly: For those traveling with pets, Mississauga has options like Hilton Garden Inn Toronto Airport West/Mississauga, rated 7.6 out of 10 by travelers, which welcomes pets and includes an indoor pool, with staff frequently receiving praise.
  • Couples: Muskoka Lakes, known for romantic getaways, offers properties like the 3.5-star Windermere House, rated 9 out of 10 by travelers, featuring a hot tub, outdoor pool, and spa, with travelers often describing the overall experience as lovely.
  • Luxury: In Toronto, the 4.5-star The Sutton Place Hotel Toronto, rated 9.3 out of 10 by travelers, provides a premium experience with an indoor pool and restaurant, and travelers consistently highlight its exceptional service.

Which destinations should I consider for a Southern Ontario vacation?

For a Southern Ontario vacation, you can choose a base that best matches your travel style:

  • Toronto: A popular package base, this city is ideal for travelers seeking family-friendly attractions, urban experiences, and entertainment options.
  • Mississauga: Another strong choice for family trips and urban exploration, offering city attractions and business travel amenities.
  • The Blue Mountains: If you're looking for adventure activities, outdoor sports, and skiing, this area provides many lodging choices and is known for its mountain setting.
  • Muskoka Lakes: Perfect for romantic getaways and those who appreciate scenic views and outdoor activities, this area offers a good selection of hotels.
  • Brampton: This city is well-suited for family-friendly attractions and urban experiences, with a good range of package options available.

Is Southern Ontario better suited for a beach vacation or a cultural trip?

Southern Ontario is primarily an outdoor and nature destination, offering scenic views, adventure activities, and family-friendly attractions. You'll find many opportunities for outdoor recreation, such as exploring the Elora Gorge Conservation Area or enjoying the waters of Eugenia Lake and Northwinds Beach.


For those seeking urban and cultural experiences, cities like Toronto and Mississauga offer a different flavor. Toronto is known for its city attractions, entertainment options, and landmarks like the Rogers Centre and CN Tower. These urban centers provide a contrast to the region's natural beauty.


Overall, a Southern Ontario vacation package can be tailored to either an outdoor adventure or an urban exploration, with some areas like Muskoka Lakes also catering to romantic getaways.

Which airports serve the main destinations in Southern Ontario?

For a Southern Ontario vacation, several airports serve the region, with your best choice depending on your specific destination within the area. Toronto Pearson International Airport (YYZ) is the primary gateway, serving Toronto and its surrounding cities like Mississauga, Brampton, and Markham. Travelers coming from the US may also consider Detroit Metropolitan Wayne County Airport (DTW) for western Southern Ontario, or Cleveland Hopkins International Airport (CLE) and Buffalo Niagara International Airport (BUF) for eastern parts of the region.

What are the top things to do across the destinations in Southern Ontario?

A Southern Ontario vacation offers a diverse range of activities across its many destinations, from outdoor adventures to urban attractions:


Browse and book things to do in Southern Ontario on Expedia.

Are there family vacation packages in Southern Ontario with kid-friendly amenities?

Yes, family vacation packages in Southern Ontario offer a range of hotels with kid-friendly amenities across its cities:

  • In Toronto, the 4-star The Westin Harbour Castle, Toronto, rated 8.6 out of 10 by travelers, features a kids club and game room, with staff often praised for going above and beyond.
  • Mississauga's Homewood Suites by Hilton Toronto Mississauga, rated 8.7 out of 10 by travelers, provides spacious family rooms and a kitchenette, with travelers appreciating the attentive staff.
  • Markham offers Residence Inn by Marriott Toronto Markham, rated 8.4 out of 10 by travelers, which includes family rooms and a full kitchen, and guests often highlight the spacious rooms.
  • In Vaughan, Novotel Toronto Vaughan Centre, rated 8.6 out of 10 by travelers, is a strong choice with family rooms and a hot tub, and staff are frequently described as fantastic.

What luxury vacation packages are available in Southern Ontario?

Luxury Southern Ontario vacation packages can be found in cities like Toronto and the Muskoka Lakes region, offering high-end accommodations:


Most Southern Ontario vacation packages pair the hotel with flights. Browse luxury vacation packages in Southern Ontario on Expedia to compare options.

Which destinations in Southern Ontario have adults-only resorts?

Toronto is the primary destination in Southern Ontario offering adults-only resorts that can be part of your vacation package:


Browse adults-only resorts in Southern Ontario on Expedia to compare.

When should I book vacation packages for the top destinations in Southern Ontario?

Booking times for a Southern Ontario vacation package vary by destination, with most travelers booking around 3 to 4 weeks before departure.


Travelers tend to book trips to these destinations most often from May through October. If you're planning a spontaneous getaway, Expedia also offers last-minute Southern Ontario vacation packages.

How many days do you need for a Southern Ontario vacation?

Most Southern Ontario vacation packages last around 3 days, but the ideal trip length depends on where you're going and what you'd like to experience.


Toronto, a vibrant city known for its urban attractions and entertainment, is often enjoyed over a trip of around 3 days, with weekend stays being the most popular choice for exploring landmarks like the CN Tower.


For Mississauga, a family-friendly city with urban appeal, a stay of around 3 days is typical, with many travelers opting for weekend trips to visit places like the Square One Shopping Centre.


Markham, another city offering family-friendly attractions, also sees typical stays of around 3 days, with weekend trips being a common choice for visitors to the Markham Pan Am Centre.

Can I change or cancel my Southern Ontario vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Southern Ontario vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Southern Ontario vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Southern Ontario vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Southern Ontario?

To find last-minute vacation packages to Southern Ontario, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Southern Ontario vacation packages?

Free cancellation on a Southern Ontario vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Southern Ontario vacation as a package or separately?

An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Southern Ontario getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Southern Ontario vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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