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

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There are 7 ways to get from Windsor to Pittsfield by plane, bus, train (Amtrak), bus (Greyhound), car, 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. Fly to Albany County Airport, bus

    best
    1. Fly from Detroit (DTW) to Albany County Airport (ALB)plane plane DTW - ALB
    2. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    6h 43m
    $91–491
  2. Train

    1. Take the train from Windsor to Aldershottrain train
    2. Take the train from Aldershot to Albanytrain train
    3. Take the train from Albany-Rensselaer Amtrak Station to Pittsfield Amtrak Stationtrain train
    15h 38m
    $97–237
  3. Bus

    1. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    2. Take the bus from Port Authority Bus Terminal to Pittsfieldbus bus New York
    22h 5m
    $101–247
  4. Drive 569.9 mi

    1. Drive from Windsor to Pittsfieldcar car 569.9 mi
    10h 18m
    $131–189
  5. Fly to Bradley International Airport, train

    1. Fly from Detroit (DTW) to Bradley International Airport (BDL)plane plane DTW - BDL
    2. Take the train from Springfield to Pittsfield Amtrak Stationtrain train
    7h 48m
    $326–1,055
  6. Fly to Boston Logan Airport, train

    1. Fly from Detroit (DTW) to Boston Logan Airport (BOS)plane plane DTW - BOS
    2. Take the train from Boston to Pittsfield Amtrak Stationtrain train
    9h 3m
    $121–551
  7. Fly to Laguardia Airport, train

    1. Fly from Detroit (DTW) to Laguardia Airport (LGA)plane plane DTW - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train
    9h 18m
    $105–298

Windsor to Pittsfield by train

Calendar7Weekly Trains
Duration15h 38mAverage Duration
Ticket$97Cheapest Price
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Questions & Answers

What companies run services between Windsor, ON, Canada and Pittsfield, MA, USA?

You can take a train from Windsor to Pittsfield Amtrak Station via Aldershot, Albany, and Albany-Rensselaer Amtrak Station in around 15h 38m. Alternatively, you can take a bus from Detroit Bus Station to Pittsfield via Port Authority Bus Terminal in around 22h 5m.

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