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

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There are 8 ways to get from Portland to Pawling 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 Pawlingtrain train
    4h 40m
    $95–515

  2. Drive 262.6 mi

    cheapest
    1. Drive from Portland to Pawlingcar car 262.6 mi
    5h 7m
    $48–70

  3. Bus, train via Boston

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Stamford Amtrak Stationtrain train
    3. Take the train from White Plains to Pawlingtrain train
    8h 54m
    $81–768

  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 Southeasttrain train Harlem
    10h 58m
    $80–135

  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 Pawlingtrain train
    4h 38m
    $76–329

  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 Pawlingtrain train
    5h 38m
    $595–2,071

  7. Train

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to Stamford Amtrak Stationtrain train
    3. Take the train from Stamford to 125th Street - Harlemtrain train
    4. Take the train from 125th Street - Harlem to Pawlingtrain train
    10h 9m
    $112–822

  8. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to White Plains Bus Stationbus bus
    3. Take the bus from TransCenter to Metro North Stationbus bus Wpp
    4. Take the bus from Poughkeepsie Train Station to Chamber of Commercebus bus E
    12h 30m
    $54–119

Portland to Pawling by bus and train

Calendar10Weekly Services
Duration8h 54mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

Map of how to get from Portland to Pawling.ExpandLaunch map view
  • Distance: 336.1 mi
  • Duration: 4h 40m

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

You can take a train from Portland to Pawling via Boston, North Station, Back Bay, Boston, Stamford Amtrak Station, Stamford, and 125th Street - Harlem in around 10h 9m. Alternatively, you can take a bus from Portland, ME to Chamber of Commerce via Boston, MA - South Station, Boston, White Plains Bus Station, TransCenter, and Poughkeepsie Train Station in around 12h 30m.

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