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How to get fromSouthold to Bostonby car ferry, train, car or plane

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There are 7 ways to get from Southold to Boston by car ferry, train, car, or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Car ferry, train

    best
    1. Take the car ferry from Orient Point to New Londoncarferry car ferry New London
    2. Take the train from New London to Bostontrain train Northeast Regional
    5h 18m
    $36–332

  2. Car ferry, drive

    1. Take the car ferry from Orient Point to New Londoncarferry car ferry New London
    2. Drive from New London to Bostoncar car
    3h 44m
    $40–120

  3. Train, train to John F. Kennedy International Airport, fly

    1. Take the train from Southold to Ronkonkomatrain train
    2. Take the train from Ronkonkoma to Jamaicatrain train
    3. Fly from John F. Kennedy International Airport (JFK) to Boston Logan Airport (BOS)plane plane JFK - BOS
    4h 51m
    $348–805

  4. Drive, train (Amtrak)

    1. Drive from Southold to Old Saybrook Amtrak Stationcar car
    2. Take the train from Old Saybrook Amtrak Station to Bostontrain train Northeast Regional
    5h 51m
    $50–297

  5. Train to Long Island Mac Arthur Airport, fly

    1. Take the train from Southold to Ronkonkomatrain train
    2. Fly from Long Island Mac Arthur Airport (ISP) to Boston Logan Airport (BOS)plane plane ISP - BOS
    4h 47m
    $265–371

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

    1. Take the train from Southold to Ronkonkomatrain train
    2. Take the train from Ronkonkoma to New York Penn Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Boston Logan Airport (BOS)plane plane EWR - BOS
    5h 43m
    $136–451

  7. Train, train to Laguardia Airport, fly

    1. Take the train from Southold to Ronkonkomatrain train
    2. Take the train from Ronkonkoma to Woodsidetrain train
    3. Fly from Laguardia Airport (LGA) to Boston Logan Airport (BOS)plane plane LGA - BOS
    5h 59m
    $108–450

John F. Kennedy International Airport (JFK) to Boston Logan Airport (BOS) flights

Calendar114Weekly Planes
Duration1h 18mAverage Duration
Ticket$43Cheapest Price
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Questions & Answers

What companies run services between Southold, NY, USA and Boston, MA, USA?

There is no direct connection from Southold to Boston. However, you can take the line 92 bus to Orient Point Ferry Dock, walk to Orient Point, take the car ferry to New London, walk to New London, then take the train to Boston. Alternatively, you can take a vehicle from Southold to Boston via Orient Point and New London in around 3h 44m.

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