Southwestern Ontario Holidays from £700
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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 Waterside Inn
Reviewed on 28 Aug 2025
Canada Suites on Bay
Reviewed on 9 Jun 2025
GLOBALSTAY. Burano Condos in Downtown Toronto
Reviewed on 24 Aug 2025
GLOBALSTAY. Modern Downtown Apartments
Reviewed on 28 Aug 2025
GLOBALSTAY Modern Lillian St Apartments
Reviewed on 24 Aug 2025
Where to stay in Southwestern Ontario
Downtown London
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.
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
Reviewed on 27 Aug 2025
Four Points by Sheraton Hamilton - Stoney Creek
Waterfront Hotel Downtown Burlington
Popular places to visit
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.
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.
Scandinave Spa Blue Mountain
You can take time to visit Scandinave Spa Blue Mountain during your travels to The Blue Mountains. Discover the mountain views in this relaxing area or enjoy its ski slopes.
More trip options
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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.