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How to get fromPoughkeepsie to Windsorby train (Amtrak), bus (Greyhound), car, train, or bus

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There are 4 ways to get from Poughkeepsie to Windsor by train (Amtrak), bus (Greyhound), car, train, 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. Train

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to New Haventrain train
    3. Take the train from New Haven to Windsortrain train
    5h 50m
    $50–85
  2. Drive 81.6 mi

    cheapest
    1. Drive from Poughkeepsie to Windsorcar car 81.6 mi
    2h 9m
    $15–22
  3. Bus

    1. Take the bus from Metro North Station to TransCenterbus bus Wpp
    2. Take the bus from White Plains Bus Station to Hartford Union Stationbus bus Greyhound US0240
    6h 8m
    $18–43
  4. Train, bus

    1. Take the train from Poughkeepsie to New York Penn Stationtrain train VIA Rail
    2. Take the bus from New York to Hartfordbus bus Ppb 5623 / ...
    6h 25m
    $46–223

Poughkeepsie to Windsor by train

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

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

You can take a train from Poughkeepsie to Windsor via 125th Street - Harlem and New Haven in around 5h 50m. Alternatively, you can take a bus from Metro North Station to Central St @ Broad St via TransCenter, White Plains Bus Station, Hartford Union Station, and Central Row South Side @ Travelers in around 6h 8m.

Train operators
Bus operators

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