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How to get fromWindsor to Poughkeepsieby plane, train, car, or bus

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There are 8 ways to get from Windsor to Poughkeepsie by plane, train, car, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to Laguardia Airport, train

    best
    1. Fly from Detroit (DTW) to Laguardia Airport (LGA)plane plane DTW - LGA
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    6h 38m
    $174–489

  2. Drive  581.3 mi

    cheapest
    1. Drive from Windsor to Poughkeepsiecar car 581.3 mi
    10h 51m
    $112–161

  3. Train

    1. Take the train from Windsor to Aldershottrain train VIA Rail
    2. Take the train from Aldershot to Poughkeepsietrain train VIA Rail
    15h 2m
    $160–473

  4. Fly to John F. Kennedy International Airport, train

    1. Fly from Detroit (DTW) to John F. Kennedy International Airport (JFK)plane plane DTW - JFK
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    6h 43m
    $122–487

  5. Fly to Newark Liberty International Airport, train

    1. Fly from Detroit (DTW) to Newark Liberty International Airport (EWR)plane plane DTW - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    6h 53m
    $245–1,047

  6. Fly to Albany County Airport, train

    1. Fly from Detroit (DTW) to Albany County Airport (ALB)plane plane DTW - ALB
    2. Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    7h 18m
    $172–1,116

  7. Fly to Westchester County Airport, train

    1. Fly from Detroit (DTW) to Westchester County Airport (HPN)plane plane DTW - HPN
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    8h 30m
    $122–598

  8. Bus, train

    1. Take the bus from Detroit Bus Station to Toledo Bus Stopbus bus Greyhound US0420 / ...
    2. Take the train from Toledo to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    15h 57m
    $356–591

Windsor to Poughkeepsie by train

Calendar7Weekly Trains
Duration15h 2mAverage Duration
Ticket$160Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Windsor to Poughkeepsie.ExpandLaunch map view
  • Distance: 601.7 mi
  • Duration: 6h 38m

What companies run services between Windsor, ON, Canada and Poughkeepsie, NY, USA?

You can take a train from Windsor to Poughkeepsie via Aldershot in around 15h 2m.

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