Rome2Rio

How to get fromPittsfield to Westportby train (Amtrak), bus (Greyhound), car, bus, or train

Find Transport to Westport

See all options

There are 5 ways to get from Pittsfield to Westport by train (Amtrak), bus (Greyhound), car, bus, 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. Train via New Haven (Amtrak)

    best
    1. Take the train from Pittsfield Amtrak Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to New Haventrain train Amtrak Hartford Line / ...
    5h 20m
    $44–92

  2. Drive 102.5 mi

    cheapest
    1. Drive from Pittsfield to Westportcar car 102.5 mi
    2h 48m
    $19–27

  3. Bus

    1. Take the bus from Pittsfield to Springfield Union Stationbus bus Greyhound US0270s
    2. Take the bus from Springfield Union Station to Bridgeport Bus Stopbus bus Greyhound US0255s
    5h 26m
    $23–55

  4. Train (Amtrak)

    1. Take the train from Pittsfield Amtrak Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Bridgeport Amtrak Stationtrain train Northeast Regional / ...
    5h 39m
    $44–91

  5. Bus, train

    1. Take the bus from Pittsfield to Port Authority Bus Terminalbus bus Williamstown
    2. Take the train from Grand Central Terminal to Stamfordtrain train New Haven / ...
    7h 17m
    $48–108

Pittsfield to Westport by train and bus (Amtrak)

Calendar7Weekly Services
Duration5h 20mAverage Duration
Ticket$44Cheapest Price
See schedules

Questions & Answers

Map of how to get from Pittsfield to Westport.ExpandLaunch map view
  • Distance: 141 mi
  • Duration: 5h 20m

What companies run services between Pittsfield, MA, USA and Westport, CT, USA?

You can take a train from Pittsfield Amtrak Station to Post Rd. West at Myrtle Ave. via Springfield, New Haven, Bridgeport, and Water St. at John St. in around 5h 20m. Alternatively, you can take a bus from Pittsfield to Post Rd. West at Myrtle Ave. via Springfield Union Station and Bridgeport Transportation Center in around 5h 26m.

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