Rome2Rio

How to get fromPortland to Pawlingby plane, train, bus or car

Find Transport to Pawling

See all options

There are 8 ways to get from Portland to Pawling by plane, train, bus, or car

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 Newark Liberty International Airport, train

    best
    1. Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)planePDX - EWR
    2. Take the train from Grand Central Terminal to Pawlingtrain
    10h 16m
    $284–606
  2. Fly to John F. Kennedy International Airport, train

    cheapest
    1. Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)planePDX - JFK
    2. Take the train from Grand Central Terminal to Pawlingtrain
    10h 12m
    $212–796
  3. Train, bus

    1. Take the train from Portland to Chicago Union Stationtrain
    2. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain
    3. Take the bus from Poughkeepsie Train Station to Chamber of Commercebus
    2d 19h
    $416–1,121
  4. Drive 2,910.6 mi

    1. Drive from Portland to Pawlingcar2,910.6 mi
    46h 25m
    $532–768
  5. Fly to Westchester County Airport, train

    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)planePDX - HPN
    2. Take the train from White Plains to Pawlingtrain
    12h 21m
    $288–1,226
  6. Fly to Philadelphia International Airport, train

    1. Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)planePDX - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
    3. Take the train from Grand Central Terminal to Pawlingtrain
    11h 48m
    $311–1,098
  7. Fly to Baltimore-Washington International Airport, train

    1. Fly from Portland International Airport (PDX) to Baltimore-Washington International Airport (BWI)planePDX - BWI
    2. Take the train from BWI Thurgood Marshall to Ny Moynihan Train Hall At Penn Stationtrain
    3. Take the train from Grand Central Terminal to Pawlingtrain
    13h 3m
    $266–1,220
  8. Bus, train

    1. Take the bus from Portland Curbside Bus Stop to Vancouverbus
    2. Take the train from Vancouver to Toronto Union Stationtrain
    3. Take the train from Toronto Union Station to Poughkeepsietrain
    4. Take the bus from Poughkeepsie Train Station to Chamber of Commercebus
    4d 20h
    $356–633

Portland to Pawling by train and bus

Calendar7Weekly Services
Duration2d 19hAverage Duration
Ticket$416Cheapest Price
See schedules

Questions & Answers

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

There is no direct connection from Portland to Pawling. However, you can take the vehicle to Portland Int'l Airport station, walk to Portland International Airport (PDX) airport, fly to Newark Liberty International Airport (EWR), walk to Terminal B, take the vehicle to Newark Airport Railroad Station, walk to Newark Airport Amtrak, take the train to New York Penn Station, walk to 42 St-Times Square, take the subway to Grand Central-42 St, walk to Grand Central Terminal, then take the train to Pawling. Alternatively, you can take a train from Portland to Chamber of Commerce via Chicago Union Station, Poughkeepsie Amtrak Station, and Poughkeepsie Train Station in around 2d 19h.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides