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How to get fromPoughkeepsie to Freeportby train (Amtrak), bus (Greyhound, Flixbus, Amtrak), car, train, plane, or bus

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There are 8 ways to get from Poughkeepsie to Freeport by train (Amtrak), bus (Greyhound, Flixbus, Amtrak), car, train, plane, 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 via New York (Amtrak)

    best
    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 Bostontrain train
    3. Take the train from Boston to Freeport Stationtrain train
    9h 59m
    $142–290

  2. Bus

    cheapest
    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
    3. Take the bus from Hartford Union Station to Bostonbus bus
    4. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    11h 23m
    $54–116

  3. Drive 293.6 mi

    1. Drive from Poughkeepsie to Freeportcar car 293.6 mi
    5h 48m
    $54–78

  4. Train to Laguardia Airport, fly

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    7h 8m
    $90–464

  5. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Pittsfield Amtrak Stationtrain train
    2. Take the train from Pittsfield Amtrak Station to Bostontrain train
    3. Take the train from Boston to Freeport Stationtrain train
    11h 29m
    $126–270

  6. Train, bus

    1. Take the train from Poughkeepsie to Grand Central Terminaltrain train Hudson
    2. Take the bus from New York Midtown to City of Portlandbus bus FlixBus N2615
    12h 12m
    $74–131

  7. Train to Newark Liberty International Airport, fly

    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    7h 8m
    $548–2,083

  8. Train to John F. Kennedy International Airport, fly

    1. Take the train from Poughkeepsie to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    7h 29m
    $87–375

Poughkeepsie to Freeport by train and subway (Amtrak)

Calendar37Weekly Services
Duration9h 59mAverage Duration
Ticket$142Cheapest Price
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Questions & Answers

Map of how to get from Poughkeepsie to Freeport.ExpandLaunch map view
  • Distance: 438.9 mi
  • Duration: 9h 59m

What companies run services between Poughkeepsie, NY, USA and Freeport, ME, USA?

You can take a train from Poughkeepsie Amtrak Station to Freeport Station via Ny Moynihan Train Hall At Penn Station, Boston, Back Bay, North Station, and Boston in around 9h 59m. Alternatively, you can take a bus from Metro North Station to Ll Bean O/B via TransCenter, White Plains Bus Station, Hartford Union Station, Boston, Boston, MA - South Station, and Portland Transportation Center in around 11h 23m.

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