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

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

    best
    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train Empire Service / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Old Saybrook Amtrak Stationtrain train Northeast Regional
    5h 57m
    $59–123

  2. Bus

    cheapest
    1. Take the bus from Metro North Station to TransCenterbus bus Wpp
    2. Take the bus from Stamford Bus Stop to Hartford Union Stationbus bus
    3. Take the bus from Asylum St @ Bushnell Park to Chester Park & Ride @ W Main Stbus bus 921
    7h 31m
    $16–43

  3. Drive 97.8 mi

    1. Drive from Poughkeepsie to Chestercar car 97.8 mi
    2h 24m
    $18–26

  4. Train via New Haven

    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 Old Saybrook Amtrak Stationtrain train
    6h 24m
    $42–64

Poughkeepsie to Chester by train and bus (Amtrak)

Calendar40Weekly Services
Duration5h 57mAverage Duration
Ticket$59Cheapest Price
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Questions & Answers

Map of how to get from Poughkeepsie to Chester.ExpandLaunch map view
  • Distance: 190 mi
  • Duration: 5h 57m

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

You can take a train from Poughkeepsie Amtrak Station to Main St & Maple St via Ny Moynihan Train Hall At Penn Station, Old Saybrook Amtrak Station, and Stage Rd & Rt 1 in around 5h 57m. Alternatively, you can take a bus from Metro North Station to Chester Park & Ride @ W Main St via White Plains Transportation Center, Stamford Transportation Center @ Bay A, Stamford Bus Stop, Hartford, Union Station, and Asylum St @ Bushnell Park in around 7h 31m.

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