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How to get fromMontauk to Berkshiresby train (Amtrak), bus, car, car ferry, train, plane, or taxi

Find Transport to Berkshires

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There are 6 ways to get from Montauk to Berkshires by train (Amtrak), bus, car, car ferry, train, plane, or taxi

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

    best
    1. Take the train from Montauk to Jamaicatrain train Montauk Branch
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train Berkshire Flyer
    8h 58m
    $172–290

  2. Drive, car ferry

    cheapest
    1. Drive from Montauk to Orient Pointcar car
    2. Take the carferry from Orient Point to New Londoncarferry car ferry
    3. Drive from New London to Berkshirescar car
    6h 41m
    $48–144

  3. Bus

    1. Take the bus from Montauk to 3 Av & E 42 Stbus bus Montauk-Westbound / ...
    2. Take the bus from New York to Williamstownbus bus Bz 0712
    9h 41m
    $104–185

  4. Train, fly, taxi

    1. Take the train from Montauk to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Albany County Airport (ALB)plane plane LGA - ALB
    3. Take the taxi from Albany-Airport-ALB to Berkshirestaxi taxi
    7h 6m
    $258–942

  5. Bus, train

    1. Take the bus from Montauk Village to Islip Airport Connectionbus bus
    2. Take the train from Ronkonkoma to New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train
    10h 48m
    $183–324

  6. Bus, car ferry

    1. Take the bus from Montauk Village to Islip Airport Connectionbus bus
    2. Take the carferry from Port Jefferson to Bridgeportcarferry car ferry
    3. Take the bus from Bridgeport Bus Stop to Greenfield John Olver Transit Ctrbus bus
    4. Take the bus from JWO Transit Center Greenfield to Columbia St / Valley Stbus bus 903
    12h 54m
    $116–242

Laguardia Airport (LGA) to Albany County Airport (ALB) flights

Calendar13Weekly Planes
Duration1h 6mAverage Duration
Ticket$90Cheapest Price
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Comparing Your Travel Options

Map of how to get from Montauk to Berkshires.ExpandLaunch map view
  • Distance: 323.6 mi
  • Duration: 8h 58m

What companies run services between Montauk, NY, USA and Berkshires, MA, USA?

You can take a train from Montauk to Berkshires via Jamaica, Penn Station, Ny Moynihan Train Hall At Penn Station, and Pittsfield Amtrak Station in around 8h 58m. Alternatively, you can take a bus from Montauk to Berkshires via 3 Av & E 42 St, E 42 St/3 Av, West 42nd Street & 8th Avenue, New York, and Williamstown in around 9h 41m.

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