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How to get fromPortland to Westchester Countyby plane, train, bus, car, shuttle, train (Amtrak), or bus (Amtrak, Greyhound)

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There are 8 ways to get from Portland to Westchester County by plane, train, bus, car, shuttle, train (Amtrak), or bus (Amtrak, Greyhound)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to Laguardia Airport, train

    best
    1. Fly from Portland (PWM) to Laguardia Airport (LGA)plane plane PWM - LGA
    2. Take the train from 125th Street - Harlem to Chappaquatrain train
    3h 6m
    $90–520

  2. Drive 284.9 mi

    cheapest
    1. Drive from Portland to Westchester Countycar car 284.9 mi
    5h 8m
    $52–76

  3. Bus, train via Boston

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the train from Boston to Stamford Amtrak Stationtrain train Northeast Regional
    7h 25m
    $73–758

  4. Bus, train

    1. Take the bus from City of Portland to New York Midtownbus bus FlixBus N2615
    2. Take the train from Grand Central Terminal to Chappaquatrain train Harlem
    8h 47m
    $68–114

  5. Fly to John F. Kennedy International Airport, train

    1. Fly from Portland (PWM) to John F. Kennedy International Airport (JFK)plane plane PWM - JFK
    2. Take the train from Grand Central Terminal to Chappaquatrain train
    3h 1m
    $71–331

  6. Fly to Newark Liberty International Airport, shuttle, train

    1. Fly from Portland (PWM) to Newark Liberty International Airport (EWR)plane plane PWM - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    3. Take the train from Grand Central Terminal to Chappaquatrain train
    4h 2m
    $569–1,282

  7. Train (Amtrak)

    1. Take the train from Portland to Bostontrain train Downeaster
    2. Take the train from Boston to Stamford Amtrak Stationtrain train Northeast Regional
    8h 8m
    $92–794

  8. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the bus from Boston to Stamford Bus Stopbus bus Greyhound US0240
    9h 23m
    $54–105

Portland to Westchester County by bus and train

Calendar118Weekly Services
Duration7h 25mAverage Duration
Ticket$73Cheapest Price
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Questions & Answers

Map of how to get from Portland to Westchester County.ExpandLaunch map view
  • Distance: 304.6 mi
  • Duration: 3h 6m

What companies run services between Portland, ME, USA and Westchester County, NY, USA?

You can take a train from Portland to Chappaqua via Boston, North Station, Back Bay, Boston, Stamford Amtrak Station, Stamford Transportation Center @ Bay A, White Plains Transportation Center, and White Plains in around 8h 8m. Alternatively, you can take a bus from Portland, ME to Bedford Rd @ Broadway via Boston, MA - South Station, Boston, Stamford Bus Stop, Stamford Transportation Center @ Bay A, South Broadway @ Main St, and Ej Conroy Dr @ Main St in around 9h 23m.

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