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

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There are 9 ways to get from Windsor to Poughkeepsie by plane, train, bus, or car

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 31m
    $81–325

  2. 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
    $160–475

  3. Bus, train via New York

    1. Take the bus from Detroit to Toledobus bus
    2. Take the bus from Toledo Bus Stop to New York Midtownbus bus
    3. Take the train from Grand Central Terminal to Poughkeepsietrain train
    18h 11m
    $131–224

  4. Drive 581.3 mi

    1. Drive from Windsor to Poughkeepsiecar car 581.3 mi
    11h 2m
    $133–193

  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 43m
    $135–880

  6. 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 37m
    $89–381

  7. 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 12m
    $116–765

  8. 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 125th Street - Harlem to Poughkeepsietrain train
    8h 15m
    $115–595

  9. 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 47m
    $216–457

Windsor to Poughkeepsie by train

Calendar7Weekly Trains
Duration15h 2mAverage Duration
Ticket$160Cheapest Price
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Questions & Answers

Map of how to get from Windsor to Poughkeepsie.ExpandLaunch map view
  • Distance: 597.8 mi
  • Duration: 6h 31m

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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