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How to get fromBridgeport to Pittsfieldby train (Amtrak), car, train, bus, plane, or taxi

Find Transport to Pittsfield

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There are 4 ways to get from Bridgeport to Pittsfield by train (Amtrak), car, train, bus, plane, or taxi

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 (Amtrak)

    best
    1. Take the train from Bridgeport Amtrak Station to Randolph Amtraktrain train Vermonter
    6h 40m
    $116–204

  2. Drive 215.7 mi

    cheapest
    1. Drive from Bridgeport to Pittsfieldcar car 215.7 mi
    4h 13m
    $40–57

  3. Train, line 971 bus to Westchester County Airport, fly to Lebanon, taxi

    1. Take the train from Bridgeport to Stamfordtrain train
    2. Take the bus from Stamford Transportation Center @ Bay A to South Broadway @ Main Stbus bus
    3. Fly from Westchester County Airport (HPN) to Lebanon (LEB)plane plane HPN - LEB
    4. Take the taxi from Lebanon (LEB) to Pittsfieldtaxi taxi
    6h 41m
    $361–1,072

  4. Train to Boston Logan Airport, fly to Rutland - Southern Vermont Regional Airport

    1. Take the train from Bridgeport Amtrak Station to Bostontrain train
    2. Fly from Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT)plane plane BOS - RUT
    6h 33m
    $190–292

Westchester County Airport (HPN) to Lebanon (LEB) flights

Calendar14Weekly Planes
Duration1h 35mAverage Duration
Ticket$101Cheapest Price
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Questions & Answers

Map of how to get from Bridgeport to Pittsfield.ExpandLaunch map view
  • Distance: 253.7 mi
  • Duration: 6h 40m

What companies run services between Bridgeport, CT, USA and Pittsfield, VT, USA?

Amtrak operates a train from Bridgeport Amtrak Station to Randolph Amtrak once daily. Tickets cost $75–160 and the journey takes 6h 10m.

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