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

Find Transport to Chestertown

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There are 7 ways to get from Connecticut 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 Bridgeport Amtrak Station to Aberdeen Amtrak Stationtrain train Northeast Regional
    2. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    5h 26m
    $190–290

  2. Drive 224.4 mi

    cheapest
    1. Drive from Bridgeport to Chestertowncar car 224.4 mi
    4h 23m
    $41–60

  3. Train, bus, taxi

    1. Take the train from Bridgeport 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
    6h 55m
    $169–222

  4. Fly Bradley International Airport to Baltimore-Washington International Airport, bus, taxi

    1. Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane plane BDL - BWI
    2. Take the bus from BWI-Thurgood Marshall Airport to Kent Island, MDbus bus
    3. Take the taxi from Kent Island, MD to Chestertowntaxi taxi
    5h 17m
    $197–563

  5. Bus, drive

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to White Marsh Park & Ridebus bus
    3. Drive from White Marsh Park & Ride to Chestertowncar car
    7h 42m
    $67–168

  6. Fly Tweed-New Haven Airport to Baltimore-Washington International Airport, bus, taxi

    1. Fly from Tweed-New Haven Airport (HVN) to Baltimore-Washington International Airport (BWI)plane plane HVN - BWI
    2. Take the bus from BWI-Thurgood Marshall Airport to Kent Island, MDbus bus
    3. Take the taxi from Kent Island, MD to Chestertowntaxi taxi
    5h 4m
    $202–593

  7. Fly Bradley International Airport to Philadelphia International Airport, train, taxi

    1. Fly from Bradley International Airport (BDL) to Philadelphia International Airport (PHL)plane plane BDL - PHL
    2. Take the train from 30th Street Station to Aberdeen Amtrak Stationtrain train
    3. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    6h 42m
    $201–591

Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI) flights

Calendar28Weekly Planes
Duration1h 22mAverage Duration
Ticket$58Cheapest Price
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Questions & Answers

Map of how to get from Connecticut to Chestertown.ExpandLaunch map view
  • Distance: 268.3 mi
  • Duration: 5h 26m

What companies run services between Connecticut, USA and Chestertown, MD, USA?

There is no direct connection from Connecticut to Chestertown. However, you can 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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