Rome2Rio

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

Find Transport to Pittsfield

See all options

There are 11 ways to get from San Jose to Pittsfield by plane, bus, train (Amtrak), bus (Greyhound), car, subway, 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 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 5m
    $302–1,118

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

    cheapest
    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 Springfield to Pittsfield Amtrak Stationtrain train
    12h 20m
    $214–800

  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
    $1,046–2,232

  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
    $572–1,091

  5. Drive 2,990.7 mi

    1. Drive from San Jose to Pittsfieldcar car 2,990.7 mi
    47h 50m
    $546–789

  6. BART to Oakland International Airport, fly to Albany County Airport, bus

    1. Take the subway from Berryessa / North San Jose to Coliseumsubway subway
    2. Fly from Oakland International Airport (OAK) to Albany County Airport (ALB)plane plane OAK - ALB
    3. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    12h
    $328–1,227

  7. Caltrain to San Francisco International Airport, fly to Albany County Airport, bus

    1. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    2. Fly from San Francisco International Airport (SFO) to Albany County Airport (ALB)plane plane SFO - ALB
    3. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    12h 43m
    $495–1,235

  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 4m
    $310–609

  9. 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
    13h 6m
    $270–679

  10. 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 17m
    $266–978

  11. 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 Port Authority Bus Terminal to Pittsfieldbus bus
    3d 6h
    $979–1,962

San Jose to Pittsfield by train (Amtrak)

Calendar7Weekly Trains
Duration3d 1hAverage Duration
Ticket$1,046Cheapest Price
See schedules

Questions & Answers

Map of how to get from San Jose to Pittsfield.ExpandLaunch map view
  • Distance: 2,586.2 mi
  • Duration: 11h 5m

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.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers