Southwestern Ontario Vacation Packages 2026 from $675

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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.

Eastwood Motel

$675

per person

Sep 21 - Sep 24

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

6.4/10 (87 reviews)

Room was clean and staff was friendly and helpful Pet friendly and lots of places to walk your dog

Reviewed on Aug 5, 2026

EARTHQUEST Lodge

Port Burwell

$773

per person

Sep 21 - Sep 24

found 16 hours ago

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

Spark By Hilton Woodstock

$700

per person

Sep 21 - Sep 24

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

8.8/10 Excellent! (356 reviews)

Woodstock Inn and Suites

$690

per person

Sep 21 - Sep 24

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

6.8/10 (817 reviews)

The hotel was nothing like advertised. Carpeting in the whole place looked liked it never been vacuum let alone cleaned. There was mold in hallways and rooms. The bathroom looked liked it never been cleaned ever, not enough toilet paper supplied had to keep asking for extra and not enough towels. The sheets had stains on them and mattresses lumpy. Would never ever recommend this hotel.

Reviewed on Aug 16, 2026

London Residency Inn

Argyle

$692

per person

Sep 21 - Sep 24

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (YXU)

4.4/10 (66 reviews)

Air Conditioning very poor.

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 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 7 - Sep 8

Total with taxes and fees

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$63 nightly

$75 total

Sep 2 - Sep 3

Total with taxes and fees

8.6/10 Excellent! (3,389 reviews)

"There was no paper in washroom no shampoo in shower and house keeping kept knocking the door at 10 even tho i had DND sing on the door. Hallway smelt bad room AC wasn’t even working proper very disappointing"

Reviewed on Aug 18, 2026

Hard Rock Hotel London Ontario

100 Kellogg Lane London ON

Fully refundableReserve now, pay when you stay

$194 nightly

$230 total

Aug 23 - Aug 24

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.