Southwestern Ontario Vacations from $398

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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 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.
The Waterside Inn

The Waterside Inn

Port Credit
Save 100% on your flight
$398
per person
Nov 12 - Nov 15
found 15 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,120 reviews)
Room and hotel were a mix I suppose The price was good the room was spacious and clean and did have some nice features. Employees did not seem very friendly really. And be careful on room type maybe. I was really hoping for a view and thought all rooms had real balconies. They do except the second floor where the room they gave us was. It had a slide open window and we heard all the street noises including what sounded like a gunshot at 430 am but overall I was very disappointed to be in the on the low floor. Also the gas fireplace is not easy to use. Some bathroom fixtures are a bit tricky But the room had nice sofas and as I said was roomy and ok feel. Getting your luggage from the parking lot next door to the lobby entrance and elevator is a bit of work as you have to carry them up stairs. No ramp. Still overall good for price but not perfection. Elevator is old and some buttons don’t light so you’re not sure some of working lol. No water or pop machine or any place on hotel to get that that I could find and not breakfast available that we saw. But there are places to walk to and nice doc area for a morning walk as well.

Reviewed on Sep 27, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$837
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (816 reviews)
Clonmel Castle

Clonmel Castle

$624
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip flight included
Nassau (NAS) to Toronto (YYZ)
9.4/10 Exceptional! (153 reviews)
Very welcoming , especially with wine and little niblies as soon as you arrive. I would highly recommend a stay here

Reviewed on Sep 18, 2026

Red Coach Inn

Red Coach Inn

Downtown Niagara Falls
$679
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9.4/10 Exceptional! (1,009 reviews)
Highly recommended. Staff was friendly and helpful, The food was great and access to everything we wanted to do was right there within walking distance,

Reviewed on Sep 26, 2026

Fairway Inn by the Falls

Fairway Inn by the Falls

Fallsview
$564
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
6.6/10 (1,004 reviews)
Not clean property. No lift to goto second floor. You need to weigh your luggage. Property was smelling bad. And every thing looks tooo old

Reviewed on Sep 26, 2026

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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
A park with green grass, trees, benches, and a tall building in the background.

Downtown London

The urban hub of Ontario’s Western University features a variety of British-inspired attractions and the calm beauty of nature.

A river with buildings and a church tower in the background.

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.

A red brick building with arched windows and a sign reading "POWERHOUSE".

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.

A red covered bridge over a river.

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.

A multi-tiered waterfall cascading over rocky steps.

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.

Stay near popular Southwestern Ontario attractions

A snow-covered ski resort at night with illuminated buildings and ski slopes.
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.
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Two giraffes walking on a paved path in a grassy area with trees in the background.
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.
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A large circular building with a flat roof surrounded by a cityscape at night.

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.
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A lighthouse on a snowy shore with the ocean in the background.

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.
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A river running through a town with a bridge, surrounded by dense greenery.

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.
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A rocky coastline with a cave entrance and clear blue sea.

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.
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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.
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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.
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Southwestern Ontario Hotel Deals

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON
$59 nightly
$71 total
Oct 26 - Oct 27
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Best Western Plus Lamplighter Inn & Conference Centre

Best Western Plus Lamplighter Inn & Conference Centre

591 Wellington Rd S. London ON
Fully refundableReserve now, pay when you stay
$101 nightly
$120 total
Oct 12 - Oct 13
Total with taxes and fees
Best Western Plus Lamplighter Inn & Conference Centre
Waterfront Hotel Downtown Burlington

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road Burlington ON
Fully refundableReserve now, pay when you stay
$95 nightly
$112 total
Oct 27 - Oct 28
Total with taxes and fees
Waterfront Hotel Downtown Burlington
See all 5,230 properties in Southwestern Ontario
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)

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