Train
Driving
Pickering to Windsor
Updated: 28 May 2026
Windsor is located approximately 380 kilometers from Pickering. The most popular way to travel is by VIA Rail from Union Station, which takes about 4.5 hours. Driving via Highway 401 takes about 4 hours. Windsor is famous for its proximity to Detroit and its waterfront parks.
Total Distance: 380 km driving distance; 350 km straight-line air distance.
Fastest Way
Driving is slightly faster, but the train is more relaxing.
Cheapest Way
VIA Rail is often cheaper than driving when considering fuel and parking.
Compare Pickering to Windsor Routes
|
Connecting
|
Direct
|
|
|---|---|---|
| Duration | 4 hours 30 mins | 4 hours |
| Avg Price | $60 - $120 | $60 - $90 in fuel |
| Operator | VIA Rail | Personal Vehicle |
| Route | Lakeshore East to Union, then VIA Rail to Windsor. | Highway 401 West. |
| Tip | Book in advance for the best 'Escape' fares. | The 401 can be busy; check for construction near London. |
Travel Tips
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Border CrossingIf you plan to cross into Detroit, bring your passport.
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WalkingThe riverfront is very walkable; wear comfortable shoes.
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ParkingParking in downtown Windsor is generally affordable.
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TrainVIA Rail offers comfortable seating and free Wi-Fi.
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WeatherWindsor has a mild climate; pack for summer weather.
Safety Tips
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Road SafetyBe careful on the 401 during bad weather.
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Pedestrian SafetyWatch for traffic in the downtown area.
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EmergencyWindsor has excellent emergency services.
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Flight SafetyFollow all airline regulations if flying.
People Also Ask
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How long is the train?About 4.5 hours from Toronto to Windsor.
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Is it better to drive or take the train?The train is more relaxing and avoids highway traffic.
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Do I need to speak French?No, English is the primary language.
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What is the best time to visit?Summer for the best weather and waterfront activities.
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Is Windsor safe?Yes, it is a safe and welcoming city.
Quick Info
- From Pickering, Ontario, Canada
- To Windsor, Ontario, Canada
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Modes
Best Time to Travel
June to August for the best weather and waterfront activities.
Things to Do in Windsor
1
Windsor Riverfront
Walk along the riverfront park with views of the Detroit skyline.
2
Jackson Park
Visit this beautiful park with its famous sunken gardens.
3
Peche Island
Take a boat to this island for hiking and nature trails.
4
Art Gallery of Windsor
Explore the art exhibits in this gallery overlooking the river.
Tags
Pickering to Windsor
train to Windsor
driving to Windsor
Windsor travel
Pickering to Ontario
Canada travel
Windsor commute
traveling to Windsor
