Southwestern Ontario Vacations from $407
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Southwestern Ontario Vacation
When wanderlust beckons, answer it with a vacation package to Southwestern Ontario. Get set to enjoy nature, culture, history, and more in this exciting destination. A trip to Southwestern Ontario wouldn't be complete without getting to some of its leading cities, starting with Hamilton. Some of the top attractions here include Tim Hortons Field and Village Theatre Waterdown. Windsor is another favorite with Southwestern Ontario travelers. Visitors to this exciting city enjoy Detroit Windsor Tunnel and Caesars Casino. Expedia is a one-stop shop when it comes to planning your Southwestern Ontario vacation. From flights and accommodations, to rental cars and activities, we know how to curate a travel experience like no other.
The Latest Southwestern Ontario vacation packages
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Columbus to Southwestern Ontario
View all tripsWhere to stay in Southwestern Ontario
Find the best Southwestern Ontario areas and neighborhoods for the activities you enjoy most. Learn more about Southwestern Ontario
Downtown London
The urban hub of Ontario’s Western University features a variety of British-inspired attractions and the calm beauty of nature.
Southwestern Ontario Hotel Deals
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$66 nightly
The price is $79 total per night from Nov 9 to Nov 10
$79 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (3,604 reviews)
"No staff came to ask if we needed anything, limited towels for three nights."
Reviewed on Nov 4, 2026
Quality Inn
2899 King St E Kitchener ON
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $87 total per night from Nov 8 to Nov 9
$87 total
Nov 8 - Nov 9
Total with taxes and fees
8/10 Very Good! (1,837 reviews)
"Room was clean and quiet. Staff was friendly and helpful. Breakfast was okay. Parking convenient."
Reviewed on Nov 3, 2026
Sandman Hotel Hamilton
560 Centennial Parkway North Hamilton ON
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $88 total per night from Nov 9 to Nov 10
$88 total
Nov 9 - Nov 10
Total with taxes and fees
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 Southwestern Ontario Vacation Packages
Southwestern Ontario Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Pearson Intl. Airport (YYZ) |
More vacations you might like
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Southwestern Ontario
- Cottages in Millbank
- Waterpark Hotels in Southwestern Ontario
- Lodges in Southwestern Ontario
- Hotels with Room Service in Southwestern Ontario
- Stratford Hotels
- Romantic Hotels in Southwestern Ontario
- Waterloo Hotels
- Hotels on the River in Southwestern Ontario
- Hotels near Foxwood Country Club
- B&B in Millbank
- Listowel Hotels
- Delta Hotels in Southwestern Ontario
- Castles in Southwestern Ontario
- Motels in Milverton
- Hotels with Free Breakfast in Southwestern Ontario
- Hotels with Fireplaces in Southwestern Ontario
- 4 Star Hotels in Southwestern Ontario
- Luxury Hotels in Southwestern Ontario
- Cabin Rentals in Southwestern Ontario
- Hotels with an Indoor Pool in Southwestern Ontario
- Hotels with Restaurants in Southwestern Ontario
- Farmstay in Southwestern Ontario
- Kitchener Hotels
- Heidelberg Hotels
- B&B in Southwestern Ontario
- Resorts in Southwestern Ontario
- Hotels on the Lake in Southwestern Ontario
- Hotels with an Outdoor Pool in Southwestern Ontario
- Extended Stay Hotels in Southwestern Ontario
- Condo Rentals in Milverton
- Best Western Hotels in Southwestern Ontario
- Family Hotels in Southwestern Ontario
- Hotels with a View in Southwestern Ontario
- Boutique Hotels in Southwestern Ontario
- Beach Hotels in Southwestern Ontario
- B&B in Stratford
- Cheap Hotels in Southwestern Ontario
- Gay friendly Hotels in Southwestern Ontario
- Milverton Hotels
- Resorts & Hotels with Spas in Southwestern Ontario
- Cottages in Southwestern Ontario
- Rv Parks in Southwestern Ontario
- Houseboats in Southwestern Ontario
- Kitchener Market
- Visit Stratford
- Shakespeare Vacations
- All inclusive Vacation Packages Southwestern Ontario
- Mitchell Vacations
- Mccully's Hill Farm
- Stratford Perth Museum
- St Jacobs Farmers Market
- St. Jacobs Market District Visitor Information Centre
- Stratford Country Club
- West Montrose Covered Bridge
- Elora Gorge Conservation Area
- Brickman's Botanical Gardens
- Visit Kitchener
- Stratford Farmers Market
- Avon Theatre
- Kitchener Memorial Auditorium Complex
- Waterloo Visitor & Heritage Information Centre
- Paris Vacations
- Waterloo Vacations
- Stratford Vacations
- Conestoga Mall
- Milverton Vacations
- Kitchener Vacations
- Maple Syrup Museum of Ontario
- Honeymoon Vacation Packages Southwestern Ontario
- Cheap Vacation Packages Southwestern Ontario
- Themuseum
- Visit Southwestern Ontario
- Visit Millbank
- Scott Park
- Lyndon Public Fishing
- Wilfrid Laurier University
- University of Waterloo
- Steve Kerr Memorial Complex
- Rim Park
- Conestogo River Horseback Adventures
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
