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How to get fromCleveland to New Windsorby train (Amtrak), bus, car, plane, or train

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There are 6 ways to get from Cleveland to New Windsor by train (Amtrak), bus, car, plane, or train

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 (Amtrak)

    best
    1. Take the train from Cleveland Amtrak to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    12h 15m
    $227–421

  2. Drive 461.3 mi

    cheapest
    1. Drive from Cleveland to New Windsorcar car 461.3 mi
    8h 8m
    $85–122

  3. Bus

    1. Take the bus from Cleveland, OH to New Yorkbus bus Cleveland-New York
    2. Take the bus from Port Authority Bus Terminal to Broadway & Fullerton Avebus bus ShortLine Hudson
    12h 51m
    $110–130

  4. Fly to Laguardia Airport, train

    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 Beacontrain train
    7h 41m
    $144–742

  5. Fly to Newark Liberty International Airport, bus

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)plane plane CLE - EWR
    2. Take the bus from Port Authority Bus Terminal to Broadway & Fullerton Avebus bus
    7h 48m
    $210–968

  6. 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 Grand Central Terminal to Beacontrain train
    7h 59m
    $536–1,004

Cleveland-Hopkins International Airport (CLE) to Laguardia Airport (LGA) flights

Calendar94Weekly Planes
Duration2h 28mAverage Duration
Ticket$97Cheapest Price
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Questions & Answers

Map of how to get from Cleveland to New Windsor.ExpandLaunch map view
  • Distance: 566 mi
  • Duration: 12h 15m

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

Amtrak operates a train from Cleveland Amtrak to Poughkeepsie Amtrak Station once daily. Tickets cost $180–360 and the journey takes 11h 23m. Alternatively, you can take a bus from Cleveland, OH to Union & Quassaic via New York, Canal St, 42 St-Times Square, Port Authority Bus Terminal, Broadway & Fullerton Ave, and Washington & Lake Street in around 12h 51m.

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