Southwestern Ontario Holidays from £792
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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
The Hazelton Hotel Toronto
Reviewed on 17 Jul 2026
Fairmont Royal York Gold Experience
Reviewed on 13 Jul 2026
Where to stay in Southwestern Ontario
Downtown London
Downtown London is known for its ample dining options, and you can make a stop by London Music Hall and Covent Garden Market while in the area.
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
Caesars Windsor - A Caesars Rewards Destination
"Definitely has an older feel to it that I wasn't expecting. Super cool place to stay though! The food and staff were amazing"
Reviewed on 17 Jul 2026
Waterfront Hotel Downtown Burlington
Best Western Plus Lamplighter Inn & Conference Centre
"Only issue was getting woke up at 6:30am for a false fire alarm, no clear instructions"
Reviewed on 17 Jul 2026
Frequently asked questions
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- St Jacobs Farmers Market
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- Victoria Park
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- Zurich Holidays
* 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.
