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

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There are 8 ways to get from Poughkeepsie to Kennebunk by train, plane, train (Amtrak), bus (Greyhound, Flixbus), 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 to Laguardia Airport, fly

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    5h 2m
    $166–586

  2. Drive 253.8 mi

    cheapest
    1. Drive from Poughkeepsie to Kennebunkcar car 253.8 mi
    5h 10m
    $47–67

  3. Train

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to Stamfordtrain train
    3. Take the train from Stamford Amtrak Station to Bostontrain train
    4. Take the train from Boston to Wellstrain train
    9h 6m
    $126–247

  4. Bus

    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 Hartford Union Station to Bostonbus bus
    4. Take the bus from Boston to Wells Transportation Centerbus bus
    11h 17m
    $61–110

  5. 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
    5h 2m
    $561–2,171

  6. 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
    5h 31m
    $163–497

  7. Train via Pittsfield (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 Wellstrain train
    10h 30m
    $120–242

  8. Train, bus

    1. Take the train from Poughkeepsie Amtrak Station to Pittsfield Amtrak Stationtrain train
    2. Take the bus from Pittsfield to Worcesterbus bus
    3. Take the train from Worcester to Lansdownetrain train
    4. Take the train from Boston to Wellstrain train
    11h 43m
    $110–216

Laguardia Airport (LGA) to Portland (PWM) flights

Calendar41Weekly Planes
Duration1h 26mAverage Duration
Ticket$67Cheapest Price
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Questions & Answers

Map of how to get from Poughkeepsie to Kennebunk.ExpandLaunch map view
  • Distance: 370 mi
  • Duration: 5h 2m

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

You can take a train from Poughkeepsie to Kennebunk via 125th Street - Harlem, Stamford, Stamford Amtrak Station, Boston, Back Bay, North Station, Boston, and Wells in around 9h 6m. Alternatively, you can take a bus from Metro North Station to Kennebunk via White Plains Transportation Center, Stamford Transportation Center @ Bay A, Stamford Bus Stop, Hartford Union Station, Boston, and Wells Transportation Center in around 11h 17m.

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