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How to get fromWindsor to Poughkeepsieby train (Amtrak), bus (Greyhound), car, bus, or train

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There are 5 ways to get from Windsor to Poughkeepsie by train (Amtrak), bus (Greyhound), car, bus, or train

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

  1. Train

    best
    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    5h 17m
    $50–84

  2. Drive 81.8 mi

    cheapest
    1. Drive from Windsor to Poughkeepsiecar car 81.8 mi
    2h 8m
    $15–22

  3. Bus

    1. Take the bus from Hartford Union Station to White Plains Bus Stationbus bus Greyhound US0240
    2. Take the bus from TransCenter to Metro North Stationbus bus Wpp
    6h 48m
    $17–40

  4. Train via New York (Amtrak)

    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    5h 31m
    $54–678

  5. Bus, train

    1. Take the bus from Hartford to New Yorkbus bus Ppb 5774 / ...
    2. Take the train from New York Penn Station to Poughkeepsietrain train VIA Rail
    6h 49m
    $45–228

Windsor to Poughkeepsie by train

Calendar53Weekly Trains
Duration5h 17mAverage Duration
Ticket$50Cheapest Price
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Questions & Answers

Map of how to get from Windsor to Poughkeepsie.ExpandLaunch map view
  • Distance: 179.5 mi
  • Duration: 5h 17m

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

You can take a train from Windsor to Poughkeepsie via New Haven and 125th Street - Harlem in around 5h 17m. Alternatively, you can take a bus from Central St @ Broad St to Metro North Station via Main St @ Gold St, Hartford Union Station, White Plains Bus Station, and TransCenter in around 6h 48m.

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