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

Find Transport to Chestertown

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There are 8 ways to get from Boston to Chestertown by plane, bus, taxi, train, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Boston Logan Airport to Baltimore-Washington International Airport, bus, taxi

    best
    1. Fly from Boston Logan Airport (BOS) to Baltimore-Washington International Airport (BWI)plane plane BOS - 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
    3h 59m
    $257–541

  2. Drive 376.2 mi

    cheapest
    1. Drive from Boston to Chestertowncar car 376.2 mi
    7h 8m
    $69–100

  3. Train, taxi

    1. Take the train from Boston to Aberdeen Amtrak Stationtrain train Northeast Regional
    2. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    8h 28m
    $174–527

  4. Bus, taxi

    1. Take the bus from Boston to New York Midtownbus bus
    2. Take the bus from Midtown - 400 8th Ave to Smyrna, DE - 134 N Dupont Blvdbus bus
    3. Take the taxi from Smyrna, DE - 134 N Dupont Blvd to Chestertowntaxi taxi
    8h 35m
    $157–222

  5. Fly Boston Logan Airport to Philadelphia International Airport, train, taxi

    1. Fly from Boston Logan Airport (BOS) to Philadelphia International Airport (PHL)plane plane BOS - 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
    5h 25m
    $227–738

  6. Bus to Manchester Airport, fly to Baltimore-Washington International Airport, bus, taxi

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Baltimore-Washington International Airport (BWI)plane plane MHT - 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
    6h 9m
    $219–640

  7. Train, taxi via New York

    1. Take the train from Boston 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
    8h 32m
    $173–1,124

  8. Bus, drive

    1. Take the bus from South Station 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
    9h 57m
    $73–145

Boston Logan Airport (BOS) to Baltimore-Washington International Airport (BWI) flights

Calendar66Weekly Planes
Duration1h 42mAverage Duration
Ticket$52Cheapest Price
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Questions & Answers

What companies run services between Boston, MA, USA and Chestertown, MD, USA?

There is no direct connection from Boston to Chestertown. However, you can fly to Baltimore-Washington International Airport (BWI), walk to BWI-Thurgood Marshall Airport, take the bus to Kent Island, MD, then take the taxi to Chestertown. Alternatively, you can take the train to Aberdeen Amtrak Station then take the taxi to Chestertown.

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