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How to get fromCleveland to Southoldby plane, train, bus, train (Amtrak), car, car ferry or bus (Greyhound)

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There are 11 ways to get from Cleveland to Southold by plane, train, bus, train (Amtrak), car, car ferry, or bus (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 John F. Kennedy International Airport, train

    best
    1. Fly from Cleveland-Hopkins International Airport (CLE) to John F. Kennedy International Airport (JFK)plane plane CLE - JFK
    2. Take the train from Jamaica to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    6h 48m
    $90–438

  2. Bus

    1. Take the bus from Cleveland, OH to New Yorkbus bus Cleveland-New York
    2. Take the bus from Park Slope - 9th St & 4th Ave to Southoldbus bus Brooklyn-North Fork / ...
    12h 58m

  3. Train

    1. Take the train from Cleveland Amtrak to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from New York Penn Station to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    16h 45m
    $189–417

  4. Drive 545.8 mi

    1. Drive from Cleveland to Southoldcar car 545.8 mi
    9h 59m
    $100–144

  5. 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 Woodside to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    7h 23m
    $162–652

  6. 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 New York Penn Station to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    7h 35m
    $224–632

  7. Fly to Long Island Mac Arthur Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Long Island Mac Arthur Airport (ISP)plane plane CLE - ISP
    2. Take the train from Ronkonkoma to Southoldtrain train
    8h 10m
    $116–684

  8. 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 New York Penn Station to Ronkonkomatrain train
    4. Take the train from Ronkonkoma to Southoldtrain train
    9h 9m
    $218–1,068

  9. Fly to Boston Logan Airport, train, car ferry

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Boston Logan Airport (BOS)plane plane CLE - BOS
    2. Take the train from Boston to New Londontrain train
    3. Take the car ferry from New London to Orient Pointcarferry car ferry
    9h 32m
    $218–844

  10. Fly to Tweed-New Haven Airport, drive

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Tweed-New Haven Airport (HVN)plane plane CLE - HVN
    2. Drive from New-Haven-Airport-HVN to Southoldcar car
    6h 13m
    $160–698

  11. Bus via Brookpark Station

    1. Take the bus from Cleveland Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    2. Take the bus from Boerum Hill-Atlantic & 4 Av to Southoldbus bus Brooklyn-North Fork / ...
    19h 15m
    $126–260

Cleveland to Southold by train

Calendar7Weekly Trains
Duration16h 45mAverage Duration
Ticket$189Cheapest Price
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Questions & Answers

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

You can take a bus from Cleveland, OH to Southold via New York, East Broadway, 4 Av-9 St, and Park Slope - 9th St & 4th Ave in around 12h 58m. Alternatively, you can take a train from Cleveland Amtrak to Southold via Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Ronkonkoma in around 16h 45m.

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