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How to get fromLong Island to Winchesterby bus, train, taxi, car, or plane

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There are 8 ways to get from Long Island to Winchester by bus, train, taxi, car, or plane

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

    best
    1. Take the bus from New York to Winchesterbus bus Nyc
    5h 26m
    $66–98

  2. Drive 280.1 mi

    cheapest
    1. Drive from Brooklyn to Winchestercar car 280.1 mi
    5h 26m
    $52–74

  3. Train, taxi

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Washington Union Stationtrain train
    2. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    3. Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi taxi
    6h 55m
    $135–241

  4. Fly Laguardia Airport to Washington Dulles International Airport, bus

    1. Fly from Laguardia Airport (LGA) to Washington Dulles International Airport (IAD)plane plane LGA - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    3h 47m
    $113–440

  5. Fly John F. Kennedy International Airport to Washington Dulles International Airport, bus

    1. Fly from John F. Kennedy International Airport (JFK) to Washington Dulles International Airport (IAD)plane plane JFK - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    3h 59m
    $1,016–1,246

  6. Fly Laguardia Airport to Ronald Reagan Washington National Airport, bus

    1. Fly from Laguardia Airport (LGA) to Ronald Reagan Washington National Airport (DCA)plane plane LGA - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    4h 39m
    $135–612

  7. Fly John F. Kennedy International Airport to Ronald Reagan Washington National Airport, bus

    1. Fly from John F. Kennedy International Airport (JFK) to Ronald Reagan Washington National Airport (DCA)plane plane JFK - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    4h 50m
    $986–2,562

  8. Fly Newark Liberty International Airport to Washington Dulles International Airport, bus

    1. Fly from Newark Liberty International Airport (EWR) to Washington Dulles International Airport (IAD)plane plane EWR - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    5h 45m
    $521–1,604

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

Calendar28Weekly Planes
Duration1h 30mAverage Duration
Ticket$55Cheapest Price
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Questions & Answers

Map of how to get from Long Island to Winchester.ExpandLaunch map view
  • Distance: 332.7 mi
  • Duration: 5h 26m

What companies run services between Long Island, Suffolk County, NY, USA and Winchester, VA, USA?

Wanda Coach operates a bus from New York to Winchester once daily. Tickets cost $55–80 and the journey takes 4h 15m.

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