Southwestern Ontario Vacation Packages 2026 from $705

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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.

Sandman Hotel & Suites London Downtown

Downtown London

$705

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

7.4/10 Good! (1,516 reviews)

The hotel was really nice for the price. I had to make plans last minute and stay overnight in London and I’m pleasantly surprised by how comfortable and clean everything was.

Reviewed on Aug 19, 2026

EARTHQUEST Lodge

Port Burwell

$780

per person

Sep 21 - Sep 24

just found

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

7.4/10 Good! (16 reviews)

Was pleasantly surprised by the room we rented. Room number 1. Had a private washroom, fridge everything we needed for a 2 night stay at the beach. The bed could be a queen to give 2 adults a little more room. We were grateful for the air conditioner and coffee machine. They supplied a couple bottles of water, some granola bars which help when heading to the beach. Would be nice to have a patio door to go outside from the room but it was just a short distance to front door. The common area was pleasant but very stuffy and and damp but was told they just cleaned up after flooding so I'm sure a dehumidifier will solve the issue. Close to beach, right beside a great restaurant, parking right out front. Would stay again in room 1. The gentleman who helped us get to our room was pleasant and very helpful. Everyone was friendly.

Reviewed on Aug 6, 2026

Residence Inn by Marriott London Ontario

Downtown London

$807

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

9/10 Wonderful! (1,002 reviews)

Good location for attending conference. Clean, helpful staff

Reviewed on Aug 19, 2026

One King West Hotel & Residence

Downtown Toronto

$1,101

per person

Sep 27 - Oct 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,273 reviews)

Wonderful 5 nights in Toronto! Our suite had everything we needed for a comfortable stay and the view from the 45th floor made it our own private rooftop lounge. Very quiet. Walkable to most of the main sights. Restaurant and lounge were very good, and we especially enjoyed the happy hour menu. We would definitely stay again.

Reviewed on Aug 20, 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 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.

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.

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)

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 acclaimed art scene 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

$109 nightly

$130 total

Sep 9 - Sep 10

Total with taxes and fees

8.8/10 Excellent! (1,899 reviews)

"Hotel is pretty rundown. Staff is very nice. Air-conditioning didn’t work as well in the room as it should. They were nice enough to give us a fan which helped very much pool was loaded with people a shame that they give day passes away or sell day passes to the locals and don’t have set hours for ..."

Reviewed on Aug 20, 2026

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$62 nightly

$74 total

Sep 7 - Sep 8

Total with taxes and fees

8.6/10 Excellent! (3,394 reviews)

"From the parking lot, it's quite the walk through the casino to get to the check-in desk. When we got there, the line for check-in was extremely long with only 2 people working. We waited around 30-40 minutes to get checked in. We then had to walk all the way back through the casino to get to the ..."

Reviewed on Aug 20, 2026

Hard Rock Hotel London Ontario

100 Kellogg Lane London ON

Fully refundableReserve now, pay when you stay

$194 nightly

$230 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,037 reviews)

"Great hotel so much to do for adults and kids. Plenty of restaurants and the rooms are spacious."

Reviewed on Aug 18, 2026

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.