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How to get fromSouthold to Westportby car, car ferry, train, bus, or bus (Greyhound)

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There are 6 ways to get from Southold to Westport by car, car ferry, train, bus, 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. Drive, car ferry

    best
    1. Drive from Southold to Port Jeffersoncar car
    2. Take the carferry from Port Jefferson to Bridgeportcarferry car ferry Bridgeport- Port Jefferson
    2h 26m
    $29–92

  2. Train

    1. Take the train from Southold to Ronkonkomatrain train
    2. Take the train from Ronkonkoma to Grand Central Terminaltrain train
    3. Take the train from Grand Central Terminal to Westporttrain train
    5h 2m
    $44–84

  3. Car ferry, train

    1. Take the carferry from Orient Point to New Londoncarferry car ferry New London
    2. Take the train from New London to Bridgeport Amtrak Stationtrain train Northeast Regional
    5h 26m
    $59–154

  4. Line 92 bus, bus, car ferry

    1. Take the bus from NYS 25/Youngs Ave to Riverhead LIRRbus bus 92
    2. Take the bus from Riverhead LIRR to Port Jefferson LIRRbus bus 62
    3. Take the carferry from Port Jefferson to Bridgeportcarferry car ferry
    6h 2m
    $32–90

  5. Train, line 51 bus, car ferry

    1. Take the train from Southold to Ronkonkomatrain train
    2. Take the bus from Ronkonkoma LIRR to NYS 25A/E Broadwaybus bus 51
    3. Take the carferry from Port Jefferson to Bridgeportcarferry car ferry
    5h 33m
    $39–110

  6. Bus

    1. Take the bus from Southold to 3 Av & E 42 Stbus bus North Fork
    2. Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus bus Greyhound US0255s
    7h 6m
    $47–98

Comparing Your Travel Options

Map of how to get from Southold to Westport.ExpandLaunch map view
  • Distance: 65.2 mi
  • Duration: 2h 26m

What companies run services between Southold, NY, USA and Westport, CT, USA?

You can take a train from Southold to Westport via Ronkonkoma, Grand Central Terminal, and Westport in around 5h 2m. Alternatively, you can take a bus from Southold to Post Rd. West at Myrtle Ave. via 3 Av & E 42 St, E 42 St/3 Av, West 42nd Street & 8th Avenue, Port Authority Bus Terminal, and Bridgeport Transportation Center in around 7h 6m.

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Need to know: Greyhound

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