Rome2Rio

How to get fromNew Windsor to Portlandby train (Amtrak), bus (Greyhound, Amtrak), car, train, plane, bus, or bus (Flixbus, Amtrak)

Find Transport to Portland

See all options

There are 8 ways to get from New Windsor to Portland by train (Amtrak), bus (Greyhound, Amtrak), car, train, plane, bus, or bus (Flixbus, Amtrak)

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

    best
    1. Take the train from Beacon 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 Portlandtrain train
    9h 39m
    $163–301

  2. Drive 296.2 mi

    cheapest
    1. Drive from New Windsor to Portlandcar car 296.2 mi
    5h 19m
    $55–79

  3. Bus

    1. Take the bus from Broadway & Lake St to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to South Stationbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    10h 33m
    $68–142

  4. Train to Laguardia Airport, fly

    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    5h 50m
    $86–470

  5. Train, bus

    1. Take the train from Beacon 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 bus from Boston, MA - South Station to Portland, MEbus bus
    9h 45m
    $108–224

  6. Bus via West Albany

    1. Take the bus from Newburgh to Albany Sunybus bus 412
    2. Take the bus from Albany to Bostonbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    10h 46m
    $72–158

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

    1. Take the train from Beacon to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    6h 9m
    $82–380

  8. Train, train to Newark Liberty International Airport, fly

    1. Take the train from Beacon to Croton-Harmontrain train
    2. Take the train from Croton-Harmon Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    7h 3m
    $542–1,374

Laguardia Airport (LGA) to Portland (PWM) flights

Calendar41Weekly Planes
Duration1h 28mAverage Duration
Ticket$66Cheapest Price
See schedules

Questions & Answers

Map of how to get from New Windsor to Portland.ExpandLaunch map view
  • Distance: 400.7 mi
  • Duration: 9h 39m

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

You can take a vehicle from New Windsor to Portland via Beacon, 125th Street - Harlem, Stamford, Stamford Amtrak Station, Boston, Back Bay, North Station, and Boston in around 9h 39m. Alternatively, you can take a bus from Union & Quassaic to Portland, ME via Broadway & Liberty, Broadway & Lake St, Port Authority Bus Terminal, South Station, and Boston, MA - South Station in around 10h 33m.

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers