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How to get fromCleveland to Highlandby plane, train, train (Amtrak), or car

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There are 6 ways to get from Cleveland to Highland by plane, train, train (Amtrak), 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 Laguardia Airport, train

    best
    1. Fly from Cleveland-Hopkins International Airport (CLE) to Laguardia Airport (LGA)plane plane CLE - LGA
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    6h 55m
    $144–588

  2. Drive 474.5 mi

    cheapest
    1. Drive from Cleveland to Highlandcar car 474.5 mi
    8h 26m
    $87–126

  3. Train (Amtrak)

    1. Take the train from Cleveland Amtrak to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    12h 35m
    $176–359

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

    1. Fly from Cleveland-Hopkins International Airport (CLE) to John F. Kennedy International Airport (JFK)plane plane CLE - JFK
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    7h 13m
    $540–1,022

  5. Fly to Newark Liberty International Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)plane plane CLE - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    7h 17m
    $216–930

  6. Fly to Philadelphia International Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Philadelphia International Airport (PHL)plane plane CLE - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    8h 47m
    $208–1,086

Cleveland to Highland by train and bus (Amtrak)

Calendar7Weekly Services
Duration12h 35mAverage Duration
Ticket$176Cheapest Price
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Questions & Answers

Map of how to get from Cleveland to Highland.ExpandLaunch map view
  • Distance: 506.8 mi
  • Duration: 6h 55m

What companies run services between Cleveland, OH, USA and Highland, NY, USA?

Amtrak operates a train from Cleveland Amtrak to Poughkeepsie Amtrak Station once daily. Tickets cost $170–360 and the journey takes 11h 23m.

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Train operators

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