Southwestern Ontario Vacation Packages
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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 favourite with Southwestern Ontario travellers. 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.
Top Southwestern Ontario Vacation Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto
Downtown Toronto
CA $1,261
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (792 reviews)
The hotel was very spa-like. From the soothing, fresh scent in the lobby and rooms, to the Scandinavian designs throughout the property, One Hotels exceeded my expectations. I look forward to staying here again on my next trip into Toronto.
Reviewed on Sep 23, 2026
Where 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
Downtown London is known for its ample dining options, and you can make a stop by Centennial Hall and Grand Theatre while in the area.
Paris
Explore Barker's Bush trails and admire rare Carolinian forests, then unwind at riverside restaurants while enjoying views of the illuminated Penman's Dam at night. Don't miss the historic Arlington Hotel and the charming cobblestone architecture.
Stoney Creek
Explore the Bruce Trail, visit Battlefield Park, Devil's Punch Bowl, and Erland Lee Museum, or unwind at Fifty Point Conservation Area. Shop at Fiesta Mall and Eastgate Square Mall, with convenient access via Hamilton Street Railway.
Saint Jacobs
You'll enjoy the museums and riverfront in Saint Jacobs. You might want to make time for a stop at St. Jacobs Scoolhouse Theatre or Waterloo Central Railway.
Ancaster
Historic town on the Niagara Escarpment, Ancaster offers recreational centers like Morgan Firestone Arena and Ancaster Aquatic Centre, as well as sights such as Fieldcote Memorial Park and Museum, and the scenic Bruce Trail.
Ready to book your vacation to Southwestern Ontario?
Southwestern Ontario Hotel Deals
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
CA $71
CA $110 total
Oct 14 - Oct 15
includes taxes & fees
Best Western Plus Lamplighter Inn & Conference Centre
591 Wellington Rd S. London ON
Fully refundableReserve now, pay when you stay
CA $143
CA $170 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (1,936 reviews)
"Hotel was clean and room was spacious - would recommend bringing your own toiletries as shampoo/conditioner bottles are very small."
Reviewed on Sep 22, 2026
Sandman Hotel Hamilton
560 Centennial Parkway North Hamilton ON
Fully refundableReserve now, pay when you stay
CA $112
CA $134 total
Oct 4 - Oct 5
includes taxes & 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.
Stay near popular Southwestern Ontario attractions
Photo by Blue Mountain Resort
Blue Mountain Ski Resort
9.0/10 (1,956 reviews)
From skiing and snow sports to mountain biking and zip-line tours, there are exciting activities throughout the year at this Ontario mountain resort.
Photo by Deanna Rodrigues
African Lion Safari
8.2/10 (243 reviews)
Visit the native and exotic animals who live at African Lion Safari during your trip to Hamilton. While in this family-friendly area, you can savor the top-notch restaurants.
TD Coliseum
8.6/10 (402 reviews)
Catch an event at TD Coliseum during your trip to Hamilton. Experience the area's great live music and acclaimed theater scene.
Grand Bend Beach
9.0/10 (487 reviews)
Why not spend a carefree afternoon at Grand Bend Beach during your travels in Grand Bend? You can enjoy the restaurants while in the area.
St Jacobs Farmers Market
9.2/10 (772 reviews)
During your visit to Township of Woolwich, you can do some window-shopping at St Jacobs Farmers Market. Experience the area's live music and festivals.
Bruce Peninsula National Park
9.6/10 (276 reviews)
Explore the great outdoors at Bruce Peninsula National Park, a lovely green space in Northern Bruce Peninsula. While you're in the area, stroll along the waterfront.
Scandinave Spa Blue Mountain
8.8/10 (775 reviews)
You can take time to visit Scandinave Spa Blue Mountain during your travels to The Blue Mountains. Discover the mountain views in this quaint area, or enjoy its ski slopes.
Detroit Windsor Tunnel
8.0/10 (1,568 reviews)
Find out about the history of Windsor when you spend time at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
Frequently asked questions
How much does a Southwestern Ontario vacation package cost?
Perhaps less than you might think — from a tempting CA $771, actually! By bundling flights, hotels and car rentals into a tailor-made travel package, your Southwestern Ontario escape is just clicks away.
How do I get a cheap travel package to Southwestern Ontario?
Bundling your flight and hotel with Expedia won't just save you time — it'll save you a pretty penny too. A Southwestern Ontario vacation package makes it a breeze to put together your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that suit your schedule won't be a challenge. In addition to that, we have over 1,000,000 hotels globally to select from. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
What are the top hotels in Southwestern Ontario?
For properties in Muskoka District with friendly service and comfy beds, check out Embassy Suites by Hilton Niagara Falls Fallsview and Sheraton Fallsview Hotel. If you're visiting Hamilton as well, you can look forward to a solid night's sleep at Hilton Niagara Falls/Fallsview Hotel & Suites or Oakes Hotel Overlooking the Falls.
How far in advance should I book my Southwestern Ontario vacation?
To score discount prices, book as early as you can. Air carriers usually release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Southwestern Ontario, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Southwestern Ontario travel package include?
That depends entirely on you. You can select from a range of Southwestern Ontario bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Southwestern Ontario getaway looks like, get set to save!
What should I know before booking a Southwestern Ontario travel package?
Our prices are always low. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Southwestern Ontario Expedia vacation package?
You certainly can. We offer more than 550 airline partners all over the world, so pick the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Southwestern Ontario vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Southwestern Ontario vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
Explore a world of travel with Expedia
- Tom Patterson Theatre
- Bronte Creek Provincial Park
- Watertown Vacations
- Theatre Aquarius
- Grand Bend Beach
- Queens Park
- Stratford City Hall
- Caledon Vacations
- Art Gallery of Hamilton
- Listowel Vacations
- Stratford Country Club
- Georgetown Vacations
- Waterloo Vacations
- Sleeman Centre
- African Lion Safari
- Caledon Ski Club
- St Jacobs Farmers Market
- Stratford Vacations
- Paris Vacations
- Waldie Blacksmith Shop
- Village Theatre Waterdown
- Halton Hills Vacations
- Rattlesnake Point
- The Egyptian Museum Mississauga
- Meadowvale Cemetery
- Legacy Pines Golf Club
- Brampton Memorial Arena
- Carisma Pentecostal Church
- Lionhead Golf & Country Club
- Milton Vacations
- Lake Aquitaine Park
- Dundas Valley Conservation Area
- Heartland Town Centre
- Mount Hope Vacations
- Mohawk College
- Oakville Vacations
- City View Park
- Lil' Monkeys
- Royal Botanical Gardens
- Mohawk Racetrack
- Brickman's Botanical Gardens
- Meadowvale Conservation Area
- Laurel Creek Conservation Area
- Sheridan College
- Ancaster Vacations
- Dundas Vacations
- Joshua Creek Heritage Art Centre
- Lester B. Pearson Memorial Theatre
- Fieldcote Memorial Park & Museum
- St. Jacobs Outlets
- Sheridan College Davis Campus
- Terra Cotta Conservation Area
- Kitchener Vacations
- New Hamburg Vacations
- Gage Park
- Glen Abbey Golf Course
- Festival Theatre
- Gage Park
- Td Coliseum
- St. Jacobs Market District Visitor Information Centre
- W. J. McCallion Planetarium
- Acton Vacations
- St. Jacobs Country Playhouse
- Saint Jacobs Vacations
- Conestoga Mall
- Christie Lake Conservation Area
- Erin Mills Vacations
- Caledon Country Club
- Avon Theatre
- Century Gardens Arena
- University of Guelph Arboretum
- Victoria Park
- Elora Vacations
- Lasalle Park
- Bronte Heritage Park
- Cathedral Basilica of Christ the King
- Stratford Municipal Golf Course
- Iskcon Brampton
- Flamborough Vacations
- Erin Vacations
- Flamboro Downs
- Elora Gorge Conservation Area
- Heart Lake Conservation Area
- Conestogo River Horseback Adventures
- Lazermania
- Hermitage Cascade
- Woodhurst Heights Park
- Steve Kerr Memorial Complex
- Riverdale Mennonite Church
- Tim Hortons Field
- Victoria Park Arena
- Burlington City Hall
- Downey's Farm Market
- Mcmaster University
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
