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

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There are 3 ways to get from Southold to Boston by car ferry, train, 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. Car ferry, train

    best
    1. Take the carferry from Orient Point to New Londoncarferry car ferry New London
    2. Take the train from New London to Bostontrain train Northeast Regional
    5h 6m
    $49–162

  2. Car ferry, drive

    cheapest
    1. Take the carferry from Orient Point to New Londoncarferry car ferry New London
    2. Drive from New London to Bostoncar car
    3h 44m
    $33–120

  3. 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 52m
    $63–127

Comparing Your Travel Options

Map of how to get from Southold to Boston.ExpandLaunch map view
  • Distance: 136.8 mi
  • Duration: 5h 6m

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.

Train operators
Ferry operators

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