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How to get fromPoughkeepsie to Chestertownby train, taxi, bus, car or plane

Find Transport to Chestertown

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There are 4 ways to get from Poughkeepsie to Chestertown by train, taxi, bus, car, or plane

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, taxi

    best
    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Aberdeen Amtrak Stationtrain train
    3. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    5h 59m
    $169–481

  2. Drive 237.6 mi

    cheapest
    1. Drive from Poughkeepsie to Chestertowncar car 237.6 mi
    4h 43m
    $44–63

  3. Train, bus, taxi

    1. Take the train from Poughkeepsie to Grand Central Terminaltrain train
    2. Take the bus from New York, Chinatown-152 East Broadway to Smyrna, DE - 134 N Dupont Blvdbus bus
    3. Take the taxi from Smyrna, DE - 134 N Dupont Blvd to Chestertowntaxi taxi
    7h 7m
    $146–195

  4. Train, fly, bus, taxi

    1. Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    2. Fly from Albany County Airport (ALB) to Baltimore-Washington International Airport (BWI)plane plane ALB - BWI
    3. Take the bus from BWI-Thurgood Marshall Airport to Kent Island, MDbus bus
    4. Take the taxi from Kent Island, MD to Chestertowntaxi taxi
    7h 30m
    $224–693

Albany County Airport (ALB) to Baltimore-Washington International Airport (BWI) flights

Calendar43Weekly Planes
Duration1h 27mAverage Duration
Ticket$65Cheapest Price
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Questions & Answers

What companies run services between Poughkeepsie, NY, USA and Chestertown, MD, USA?

There is no direct connection from Poughkeepsie to Chestertown. However, you can take the train to Ny Moynihan Train Hall At Penn Station, take the train to Aberdeen Amtrak Station, then take the taxi to Chestertown. Alternatively, you can take the train to Grand Central Terminal, walk to 42 St-Bryant Park, take the subway to East Broadway, walk to New York, Chinatown-152 East Broadway, take the bus to Smyrna, DE - 134 N Dupont Blvd, then take the taxi to Chestertown.

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