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

Find Transport to Pittsfield

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There are 5 ways to get from Westport to Pittsfield by train (Amtrak), bus (Greyhound), car, train, or bus

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 New Haven to Springfieldtrain train Amtrak Hartford Line / ...
    2. Take the train from Springfield to Pittsfield Amtrak Stationtrain train Lake Shore Limited
    6h
    $43–93

  2. Drive 102 mi

    cheapest
    1. Drive from Westport to Pittsfieldcar car 102 mi
    2h 47m
    $19–27

  3. Bus

    1. Take the bus from Bridgeport Bus Stop to Springfield Union Stationbus bus Greyhound US0255s
    2. Take the bus from Springfield Union Station to Pittsfieldbus bus Greyhound US0270s
    6h 27m
    $23–56

  4. Train (Amtrak)

    1. Take the train from Bridgeport Amtrak Station to Springfieldtrain train Vermonter / ...
    2. Take the train from Springfield to Pittsfield Amtrak Stationtrain train Lake Shore Limited
    6h 6m
    $43–92

  5. Train, bus

    1. Take the train from Bridgeport Amtrak Station to Northamptontrain train Vermonter
    2. Take the bus from Northampton Amtrak to Pittsfield ITCbus bus 904
    7h 16m
    $34–69

Westport to Pittsfield by bus and train (Amtrak)

Calendar7Weekly Services
Duration6hAverage Duration
Ticket$43Cheapest Price
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Questions & Answers

Map of how to get from Westport to Pittsfield.ExpandLaunch map view
  • Distance: 140.8 mi
  • Duration: 6h

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

You can take a bus from Post Rd. East at Imperial Ave. to Pittsfield Amtrak Station via State St. at Main St., Bridgeport, New Haven, and Springfield in around 6h. Alternatively, you can take a bus from Post Rd. East at Imperial Ave. to Pittsfield via Bridgeport Bus Stop and Springfield Union Station in around 6h 27m.

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