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How to get fromGloucester to Poughkeepsieby train (Amtrak), bus (Greyhound), car, train, plane, or bus

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There are 8 ways to get from Gloucester to Poughkeepsie by train (Amtrak), bus (Greyhound), car, train, plane, 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 York

    best
    1. Take the train from Gloucester to North Stationtrain train
    2. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    8h 19m
    $82–814

  2. Bus

    cheapest
    1. Take the bus from Boston to White Plains Bus Stationbus bus Greyhound US0240
    2. Take the bus from TransCenter to Metro North Stationbus bus Wpp
    10h 27m
    $35–89

  3. Drive 208.5 mi

    1. Drive from Gloucester to Poughkeepsiecar car 208.5 mi
    4h 35m
    $39–55

  4. Train, fly to Laguardia Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane plane BOS - LGA
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    6h 31m
    $82–432

  5. Train

    1. Take the train from Gloucester to Chelseatrain train
    2. Take the train from Boston to Pittsfield Amtrak Stationtrain train
    3. Take the train from Pittsfield Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    10h 17m
    $86–196

  6. Train, bus

    1. Take the train from Gloucester to North Stationtrain train
    2. Take the train from Lansdowne to Worcestertrain train
    3. Take the bus from Worcester to Pittsfieldbus bus
    4. Take the train from Pittsfield Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    11h 15m

  7. Train, fly to John F. Kennedy International Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane plane BOS - JFK
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    6h 40m
    $243–1,035

  8. Train, fly to Newark Liberty International Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to Newark Liberty International Airport (EWR)plane plane BOS - EWR
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    6h 57m
    $509–2,394

Gloucester to Poughkeepsie by train and subway

Calendar88Weekly Services
Duration8h 19mAverage Duration
Ticket$82Cheapest Price
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Questions & Answers

Map of how to get from Gloucester to Poughkeepsie.ExpandLaunch map view
  • Distance: 336.3 mi
  • Duration: 8h 19m

What companies run services between Gloucester, MA, USA and Poughkeepsie, NY, USA?

You can take a train from Gloucester to Poughkeepsie Amtrak Station via North Station, North Station, Back Bay, Boston, and Ny Moynihan Train Hall At Penn Station in around 8h 19m. Alternatively, you can take a bus from Commuter Rail Station - Gloucester to Metro North Station via Commuter Rail Station - Beverly, Beverly, Chelsea, Chelsea, South Station, Boston, White Plains Bus Station, and TransCenter in around 10h 27m.

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