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

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There are 6 ways to get from Poughkeepsie to Middletown by train, bus (Greyhound), 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. Train

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train Hudson
    2. Take the train from 125th Street - Harlem to New Haventrain train New Haven
    5h 33m
    $92–134

  2. Drive 81.5 mi

    cheapest
    1. Drive from Poughkeepsie to Middletowncar car 81.5 mi
    2h 5m
    $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
    7h 7m
    $17–41

  4. Train, bus

    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus 644
    6h 34m
    $61–125

  5. Train, bus 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
    4. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus 644
    7h
    $44–66

  6. Train, bus #2

    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 / ...
    7h 23m
    $45–227

Poughkeepsie to Middletown by bus and foot

Calendar14Weekly Services
Duration7h 7mAverage Duration
Ticket$17Cheapest Price
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Questions & Answers

Map of how to get from Poughkeepsie to Middletown.ExpandLaunch map view
  • Distance: 164.3 mi
  • Duration: 5h 33m

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

You can take a train from Poughkeepsie to Middletown via 125th Street - Harlem, New Haven, and Meriden in around 5h 33m. Alternatively, you can take a bus from Metro North Station to Main St @ opp Ferry St via TransCenter, White Plains Bus Station, Hartford Union Station, and Main St @ Gold St in around 7h 7m.

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