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How to get fromWinchester to Poughkeepsieby taxi, train, bus, car, plane, or bus (Flixbus)

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There are 10 ways to get from Winchester to Poughkeepsie by taxi, 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. Taxi, train

    best
    1. Take the taxi from Winchester to DUFFIELDS W VA MARC ebtaxi taxi
    2. Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to Ny Moynihan Train Hall At Penn Stationtrain train
    4. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    8h 8m
    $162–292

  2. Drive 320 mi

    cheapest
    1. Drive from Winchester to Poughkeepsiecar car 320 mi
    6h 26m
    $59–85

  3. Bus, train via New York

    1. Take the bus from Front Royal Walmart to Washington Union Stationbus bus
    2. Take the bus from Union Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Poughkeepsietrain train
    9h 58m
    $125–193

  4. Bus to Washington Dulles International Airport, fly to Laguardia Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Laguardia Airport (LGA)plane plane IAD - LGA
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    6h 41m
    $136–508

  5. Bus, train

    1. Take the bus from Front Royal Walmart to Washington Union Stationbus bus
    2. Take the train from Washington Union Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    8h 19m
    $156–276

  6. Bus

    1. Take the bus from Crooked Run Park & Ride to 14th St @ F St NWbus bus
    2. Take the bus from Washington Union Station to White Plains Stationbus bus
    3. Take the bus from TransCenter to Metro North Stationbus bus Wpp
    11h 48m
    $102–158

  7. Bus to Ronald Reagan Washington National Airport, fly to Laguardia Airport, train

    1. Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Laguardia Airport (LGA)plane plane DCA - LGA
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    7h 13m
    $171–801

  8. Bus to Washington Dulles International Airport, fly to Newark Liberty International Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Newark Liberty International Airport (EWR)plane plane IAD - EWR
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    6h 50m
    $543–1,650

  9. Bus to Washington Dulles International Airport, fly to Albany County Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Albany County Airport (ALB)plane plane IAD - ALB
    3. Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain train
    7h 37m
    $154–705

  10. Bus to Ronald Reagan Washington National Airport, fly to Westchester County Airport, train

    1. Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Westchester County Airport (HPN)plane plane DCA - HPN
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    9h 14m
    $179–760

Washington Dulles International Airport (IAD) to Laguardia Airport (LGA) flights

Calendar28Weekly Planes
Duration1h 25mAverage Duration
Ticket$59Cheapest Price
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Questions & Answers

Map of how to get from Winchester to Poughkeepsie.ExpandLaunch map view
  • Distance: 385.4 mi
  • Duration: 8h 8m

What companies run services between Winchester, VA, USA and Poughkeepsie, NY, USA?

You can take a vehicle from Winchester to Metro North Station via Crooked Run Park & Ride, 14th St @ F St NW, 13 St NW+F St NW, Massachusetts Av NE+1 St NE, Washington Union Station, White Plains Station, and TransCenter in around 11h 48m.

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