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

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

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

  1. Bus via Boston

    best
    1. Take the bus from Hartford Union Station to Bostonbus bus Greyhound US0230 / ...
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    4h 37m
    $38–78

  2. Bus (Flixbus)

    cheapest
    1. Take the bus from Springfield Union Station to City of Portlandbus bus FlixBus N2615
    5h 41m
    $36–67

  3. Drive 200.3 mi

    1. Drive from Windsor to Portlandcar car 200.3 mi
    3h 34m
    $37–53

  4. Fly from Bradley International Airport

    1. Fly from Bradley International Airport (BDL) to Portland (PWM)plane plane BDL - PWM
    5h 25m
    $463–805

  5. Bus via Main St @ Gold St

    1. Take the bus from Hartford Union Station to South Stationbus bus New York
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    5h 41m
    $44–103

  6. Train, train to Laguardia Airport, fly

    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to 125th Street - Harlemtrain train
    3. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    5h 56m
    $100–494

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

    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    6h 8m
    $95–977

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

    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    6h 14m
    $551–1,956

Windsor to Portland by train and bus

Calendar53Weekly Services
Duration4h 37mAverage Duration
Ticket$38Cheapest Price
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Questions & Answers

Map of how to get from Windsor to Portland.ExpandLaunch map view
  • Distance: 212.1 mi
  • Duration: 4h 37m

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

You can take a train from Windsor to Portland, ME via Hartford Amtrak Station, Hartford Union Station, Boston, and Boston, MA - South Station in around 4h 37m. Alternatively, Southwest Airlines, United Airlines, and three other airlines fly from Bradley International Airport (BDL) to Portland (PWM) hourly.

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