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How to get fromOrlando to Winchesterby plane, bus, bus (Flixbus), train (Amtrak), car, taxi, or train

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There are 8 ways to get from Orlando to Winchester by plane, bus, bus (Flixbus), train (Amtrak), car, taxi, or train

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

  1. Fly Orlando to Washington Dulles International Airport, bus

    best
    1. Fly from Orlando (MCO) to Washington Dulles International Airport (IAD)plane plane MCO - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    5h 52m
    $190–545

  2. Drive 851.7 mi

    cheapest
    1. Drive from Orlando to Winchestercar car 851.7 mi
    15h 5m
    $156–225

  3. Bus

    1. Take the bus from Orlando Bus Station to Washington Union Stationbus bus FlixBus N2472 / ...
    2. Take the bus from Washington Union Station to Front Royal Walmartbus bus Valley Flyer
    20h 9m
    $200–304

  4. Train (Amtrak)

    1. Take the train from Orlando to Martinsburg Amtrak Stationtrain train Floridian
    23h 14m
    $377–729

  5. Fly Orlando Sanford to Hagerstown Regional Airport, taxi

    1. Fly from Orlando Sanford (SFB) to Hagerstown Regional Airport (HGR)plane plane SFB - HGR
    2. Take the taxi from Hagerstown-Airport-HGR to Winchestertaxi taxi
    3h 36m
    $241–603

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

    1. Fly from Orlando (MCO) to Ronald Reagan Washington National Airport (DCA)plane plane MCO - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    6h 48m
    $356–1,167

  7. Fly Orlando to Baltimore-Washington International Airport, train, taxi

    1. Fly from Orlando (MCO) to Baltimore-Washington International Airport (BWI)plane plane MCO - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    4. Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi taxi
    7h 51m
    $206–1,342

  8. Bus to Tampa, fly to Washington Dulles International Airport, bus

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Washington Dulles International Airport (IAD)plane plane TPA - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    8h 16m
    $158–530

Orlando (MCO) to Washington Dulles International Airport (IAD) flights

Calendar38Weekly Planes
Duration2h 13mAverage Duration
Ticket$49Cheapest Price
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Questions & Answers

Map of how to get from Orlando to Winchester.ExpandLaunch map view
  • Distance: 850.1 mi
  • Duration: 5h 52m

What companies run services between Orlando, FL, USA and Winchester, VA, USA?

You can take a bus from Orlando Bus Station to Winchester via Washington Union Station and Front Royal Walmart in around 20h 9m. Alternatively, Amtrak operates a train from Orlando to Martinsburg Amtrak Station once daily. Tickets cost $320–700 and the journey takes 22h 47m.

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