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How to get fromSan Jose to Pittsfieldby plane, bus, train (Amtrak), bus (Greyhound), car, train, or subway

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There are 10 ways to get from San Jose to Pittsfield by plane, bus, train (Amtrak), bus (Greyhound), car, train, or subway

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 Norman Y. Mineta San José International Airport to Albany County Airport, bus

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Albany County Airport (ALB)plane plane SJC - ALB
    2. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    11h 28m
    $282–1,120

  2. Caltrain to San Francisco International Airport, fly to Bradley International Airport, train

    cheapest
    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Bradley International Airport (BDL)plane plane SFO - BDL
    3. Take the train from Hartford Amtrak Station to Springfieldtrain train
    4. Take the train from Springfield to Pittsfield Amtrak Stationtrain train
    12h 30m
    $260–939

  3. Train (Amtrak)

    1. Take the train from San Jose to Emeryvilletrain train
    2. Take the train from Emeryville to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Pittsfield Amtrak Stationtrain train
    3d 1h
    $1,797–2,892

  4. Bus

    1. Take the bus from San Jose Fronteras to 285 S East End Ave - Pomonabus bus
    2. Take the bus from Montclair Transcenter to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Port Authority Bus Terminalbus bus
    4. Take the bus from New York to Pittsfieldbus bus
    3d 9h
    $640–1,001

  5. Drive  2,990.7 mi

    1. Drive from San Jose to Pittsfieldcar car 2,990.7 mi
    47h 50m
    $529–764

  6. Fly Norman Y. Mineta San José International Airport to Bradley International Airport, train

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Bradley International Airport (BDL)plane plane SJC - BDL
    2. Take the train from Hartford Amtrak Station to Springfieldtrain train
    3. Take the train from Springfield to Pittsfield Amtrak Stationtrain train
    12h 56m
    $296–1,072

  7. Caltrain to San Francisco International Airport, fly to Boston Logan Airport, train

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Boston Logan Airport (BOS)plane plane SFO - BOS
    3. Take the train from Boston to Pittsfield Amtrak Stationtrain train
    12h 57m
    $365–859

  8. Caltrain to San Francisco International Airport, fly to John F. Kennedy International Airport, train

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to John F. Kennedy International Airport (JFK)plane plane SFO - JFK
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train
    13h 2m
    $320–699

  9. Caltrain to San Francisco International Airport, fly to Newark Liberty International Airport, train

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Newark Liberty International Airport (EWR)plane plane SFO - EWR
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train
    13h 8m
    $358–649

  10. BART, train, bus

    1. Take the subway from Berryessa / North San Jose to Richmondsubway subway
    2. Take the train from Richmond to Chicago Union Stationtrain train
    3. Take the bus from Chicago Bus Station to New York Midtownbus bus
    4. Take the bus from New York to Pittsfieldbus bus
    3d 9h
    $1,500–2,410

San Jose to Pittsfield by train (Amtrak)

Calendar7Weekly Trains
Duration3d 1hAverage Duration
Ticket$1,797Cheapest Price
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Comparing Your Travel Options

Map of how to get from San Jose to Pittsfield.ExpandLaunch map view
  • Distance: 2,586.2 mi
  • Duration: 11h 28m

What companies run services between San Jose, CA, USA and Pittsfield, MA, USA?

You can take a train from San Jose to Pittsfield Amtrak Station via Emeryville and Chicago Union Station in around 3d 1h. Alternatively, you can take a bus from San Jose Fronteras to Pittsfield via 285 S East End Ave - Pomona, East End Ave and Mission Blvd E, Montclair Transit Center, Montclair Transcenter, St Louis Bus Station, Port Authority Bus Terminal, and New York in around 3d 9h.

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