Southwestern Ontario Vacation Packages 2026 from $688

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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.

One King West Hotel & Residence

Downtown Toronto

Save 100% on your flight

$688

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,228 reviews)

Excelent place, and good service, was so clean and beautiful

Reviewed on Aug 8, 2026

1 Hotel Toronto

Downtown Toronto

$1,295

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

Great property, small pool for kids but we made sure to go super early to get a swim in

Reviewed on Aug 6, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$929

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,215 reviews)

This was our first time staying at the Riu Plaza and we found it to be a great hotel. The staff were very attentive and the breakfast is one of the best I’ve had at a hotel. I’ll definitely book this hotel again.

Reviewed on Aug 7, 2026

Four Seasons Hotel Toronto

Old Toronto

$1,356

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (993 reviews)

The best hotel I've ever stayed at. This is the standard I'll judge all my future hotel stays. I couldn't of been more pleased

Reviewed on Aug 7, 2026

Shangri-La Toronto

Downtown Toronto

Save 100% on your flight

$1,390

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,323 reviews)

Nice place to stay

Reviewed on Aug 8, 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.

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 pink elephant statue with a tower on its back.

South London

Visitors highly recommend South London for its abundant dining options, and you can make a stop by Farquharson Arena while you're in town.

Stay near popular Southwestern Ontario attractions

A snow-covered ski resort at night with illuminated buildings and ski slopes.

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

Grand Bend Beach

9.0/10 (487 reviews)

Nothing says vacation like spending a lazy day at Grand Bend Beach, a popular beach in Grand Bend. You can enjoy the restaurants while in the area.

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Two giraffes walking on a paved path in a grassy area with trees in the background.

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 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 narrow waterway with a wooden bridge, surrounded by lush green fields and a distant tree line.

Point Pelee National Park

9.6/10 (480 reviews)

Hike through marshes and jungle-like environs and visit mainland Canada’s southernmost point in this small but impressive national park.

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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 relaxing area, or enjoy its ski slopes.

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Detroit Windsor Tunnel

8.0/10 (1,568 reviews)

You can learn more about the history of Windsor during your trip to a well-known site like Detroit Windsor Tunnel. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

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Southwestern Ontario Hotel Deals

Best Western Plus Lamplighter Inn & Conference Centre

591 Wellington Rd S. London ON

Fully refundableReserve now, pay when you stay

$128 nightly

$152 total

Aug 13 - Aug 14

Total with taxes and fees

8.8/10 Excellent! (1,889 reviews)

"The pool and staff were great, the rooms are clean but are older. We enjoyed our time there and would definitely stay there again."

Reviewed on Aug 7, 2026

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$68 nightly

$81 total

Sep 8 - Sep 9

Total with taxes and fees

Hard Rock Hotel London Ontario

100 Kellogg Lane London ON

Fully refundableReserve now, pay when you stay

$202 nightly

$230 total

Aug 9 - Aug 10

Total with taxes and fees

9.4/10 Exceptional! (994 reviews)

"Everything was spot on! Knowledgeable and helpful staff. Great food. Lots of restaurant options, great ambiance"

Reviewed on Aug 7, 2026

See all 5,173 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.