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How to get fromBennington to Middletownby bus, train, taxi, car, or bus (Flixbus, Greyhound)

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There are 5 ways to get from Bennington to Middletown by bus, train, taxi, car, or bus (Flixbus, Greyhound)

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, train, taxi

    best
    1. Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaerbus bus 7
    2. Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    3. Take the taxi from Beacon to Middletowntaxi taxi
    4h 18m
    $172–362

  2. Drive 139.1 mi

    cheapest
    1. Drive from Bennington to Middletowncar car 139.1 mi
    2h 56m
    $26–37

  3. Bus

    1. Take the bus from Old Bennington to Albany Greyhound Terminalbus bus
    2. Take the bus from Albany to Newburghbus bus 411
    3. Take the bus from Newburgh ShortLine Transportation Center to Railroad Ave - Middletown Terminalbus bus
    6h 11m
    $29–71

  4. Bus, train

    1. Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaerbus bus 7
    2. Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    3. Take the bus from Newburgh ShortLine Transportation Center to Railroad Ave - Middletown Terminalbus bus
    6h 38m
    $38–200

  5. Bus via Ridgewood

    1. Take the bus from Green Mountain Community Bus Terminal to Greyhound \ Trailways Terminalbus bus 7
    2. Take the bus from Albany, Ny to Ridgewoodbus bus 291 / ...
    3. Take the bus from Ridgewood Park and Ride North to Railroad Ave - Middletown Terminalbus bus
    7h 3m
    $36–71

Bennington to Middletown by bus and train

Calendar14Weekly Services
Duration6h 38mAverage Duration
Ticket$38Cheapest Price
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Questions & Answers

Map of how to get from Bennington to Middletown.ExpandLaunch map view
  • Distance: 150.2 mi
  • Duration: 4h 18m

What companies run services between Bennington, VT, USA and Middletown, Orange County, NY, USA?

You can take a bus from Old Bennington to Railroad Ave - Middletown Terminal via Albany Greyhound Terminal, Albany, and Newburgh ShortLine Transportation Center in around 6h 11m.

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