Southwestern Ontario Vacations from $666

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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
$666
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,040 reviews)
Suite was very clean.

Reviewed on Aug 15, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,340
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (780 reviews)
Everything was absolutely PERFECT! The clean environment, the well kept rooms, the friendly staff and amazing food. Zero complaints and we can’t wait to return to Canada!

Reviewed on Aug 13, 2026

TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto
$873
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (912 reviews)
Very clean the area was a little. Rough

Reviewed on Aug 14, 2026

Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$2,282
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,324 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$870
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,297 reviews)
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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 Maple Syrup Museum of Ontario.

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 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 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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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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Scandinave Spa Blue Mountain

8.8/10 (775 reviews)
Scandinave Spa Blue Mountain is one of the more well-known attractions to visit during your trip 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 acclaimed art scene in this vibrant area.
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Southwestern Ontario Hotel Deals

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
$116 nightly
$138 total
Aug 23 - Aug 24
Total with taxes and fees
8.8/10 Excellent! (1,886 reviews)
"Poor service"

Reviewed on Aug 15, 2026

Best Western Plus Lamplighter Inn & Conference Centre
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON
$68 nightly
$81 total
Aug 17 - Aug 18
Total with taxes and fees
8.6/10 Excellent! (3,357 reviews)
"N"

Reviewed on Aug 15, 2026

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Hard Rock Hotel London Ontario

Hard Rock Hotel London Ontario

100 Kellogg Lane London ON
Fully refundableReserve now, pay when you stay
$181 nightly
$206 total
Aug 16 - Aug 17
Total with taxes and fees
Hard Rock Hotel London Ontario
See all 5,190 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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