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How to get fromWestport to Portlandby train, bus, bus (Greyhound, Amtrak), car, plane, train (Amtrak), or bus (Greyhound, Flixbus)

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There are 8 ways to get from Westport to Portland by train, bus, bus (Greyhound, Amtrak), car, plane, train (Amtrak), or bus (Greyhound, Flixbus)

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, bus

    best
    1. Take the train from Bridgeport Amtrak Station to Bostontrain train Northeast Regional
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    6h 50m
    $78–167

  2. Drive 260.5 mi

    cheapest
    1. Drive from Westport to Portlandcar car 260.5 mi
    4h 40m
    $48–69

  3. Bus via Boston

    1. Take the bus from Bridgeport Bus Stop to Hartford Union Stationbus bus
    2. Take the bus from Hartford Union Station to South Stationbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    8h 32m
    $52–119

  4. Train to Laguardia Airport, fly

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    4h 33m
    $84–461

  5. Train (Amtrak)

    1. Take the train from Bridgeport Amtrak Station to Bostontrain train Northeast Regional
    2. Take the train from Boston to Portlandtrain train Downeaster
    8h 9m
    $95–205

  6. Bus

    1. Take the bus from New Haven Bus Stop to Springfield Union Stationbus bus Greyhound US0230 / ...
    2. Take the bus from Springfield Union Station to City of Portlandbus bus FlixBus N2615
    9h 9m
    $48–88

  7. Train to John F. Kennedy International Airport, fly

    1. Take the train from South Norwalk to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    4h 49m
    $80–372

  8. Train to Newark Liberty International Airport, fly

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    5h 54m
    $540–1,370

Westport to Portland by bus and train

Calendar70Weekly Services
Duration6h 50mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

Map of how to get from Westport to Portland.ExpandLaunch map view
  • Distance: 288.7 mi
  • Duration: 6h 50m

What companies run services between Westport, CT, USA and Portland, ME, USA?

You can take a bus from Post Rd. East at Imperial Ave. to Portland, ME via Bridgeport Bus Stop, Hartford Union Station, South Station, and Boston, MA - South Station in around 8h 32m. Alternatively, you can take a bus from Post Rd. East at Imperial Ave. to Portland via State St. at Main St., Bridgeport Amtrak Station, Boston, Back Bay, North Station, and Boston in around 8h 9m.

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