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How to get fromPortland to Sleepy Hollowby plane, train, bus, bus (Flixbus), car, shuttle, train (Amtrak), or bus (Amtrak, Greyhound)

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There are 8 ways to get from Portland to Sleepy Hollow by plane, train, bus, bus (Flixbus), 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 Tarrytowntrain train
    3h 2m
    $88–517

  2. Drive 291.8 mi

    cheapest
    1. Drive from Portland to Sleepy Hollowcar car 291.8 mi
    5h 16m
    $54–77

  3. Bus, train

    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 Stamford to 125th Street - Harlemtrain train
    7h 44m
    $84–774

  4. Bus (Flixbus)

    1. Take the bus from City of Portland to New York Midtownbus bus FlixBus N2615
    8h 43m
    $64–104

  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 Tarrytowntrain train
    2h 57m
    $69–328

  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 Tarrytowntrain train
    3h 58m
    $567–1,279

  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
    8h 27m
    $103–810

  8. Bus via Boston

    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 44m
    $54–105

Portland to Sleepy Hollow by bus and train

Calendar118Weekly Services
Duration7h 44mAverage Duration
Ticket$84Cheapest Price
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Questions & Answers

Map of how to get from Portland to Sleepy Hollow.ExpandLaunch map view
  • Distance: 296.9 mi
  • Duration: 3h 2m

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

Flixbus USA operates a bus from City of Portland to New York Midtown twice daily. Tickets cost $50–90 and the journey takes 7h 16m. Alternatively, you can take a train from Portland to Tarrytown via Boston, North Station, Back Bay, Boston, Stamford Amtrak Station, Stamford, and 125th Street - Harlem in around 8h 27m.

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