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How to get fromBoston to Chestertownby bus (Greyhound, Flixbus), train, bus, car, plane, or bus (Flixbus)

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There are 7 ways to get from Boston to Chestertown by bus (Greyhound, Flixbus), train, bus, car, plane, or bus (Flixbus)

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

  1. Bus via Albany

    best
    1. Take the bus from Boston to Albany Bus Terminal, NYbus bus Greyhound US0270 / ...
    2. Take the bus from Albany to Chestertownbus bus Adt A112
    6h 35m
    $46–104

  2. Drive 209.4 mi

    cheapest
    1. Drive from Boston to Chestertowncar car 209.4 mi
    5h 21m
    $39–56

  3. Train, bus

    1. Take the train from Boston to Albany-Rensselaer Amtrak Stationtrain train Lake Shore Limited
    2. Take the bus from Albany to Chestertownbus bus Adt A112
    9h 2m
    $86–188

  4. Fly to Saranac Lake, bus

    1. Fly from Boston Logan Airport (BOS) to Saranac Lake (SLK)plane plane BOS - SLK
    2. Take the bus from Saranac Lake to Chestertownbus bus
    4h 39m
    $128–253

  5. Bus

    1. Take the bus from Boston to Albanybus bus FlixBus 2691
    2. Take the bus from Albany Suny to Chestertown, Nybus bus 106
    7h 10m
    $48–101

  6. Fly to Massena International Airport-Richards Field, bus

    1. Fly from Boston Logan Airport (BOS) to Massena International Airport-Richards Field (MSS)plane plane BOS - MSS
    2. Take the bus from Massena, Ny to Chestertown, Nybus bus
    6h 30m
    $96–443

  7. Fly to Rutland - Southern Vermont Regional Airport, train, bus

    1. Fly from Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT)plane plane BOS - RUT
    2. Take the train from Rutland to Saratoga Springs Amtrak Stationtrain train
    3. Take the bus from Saratoga Springs to Chestertownbus bus
    7h 30m
    $120–183

Boston to Chestertown by bus

Calendar11Weekly Buses
Duration6h 35mAverage Duration
Ticket$46Cheapest Price
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Questions & Answers

Map of how to get from Boston to Chestertown.ExpandLaunch map view
  • Distance: 256.2 mi
  • Duration: 6h 35m

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

You can take a bus from Boston to Chestertown via Albany Bus Terminal, NY and Albany in around 6h 35m.

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