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How to get fromAnnapolis to Winchesterby bus, train, taxi, bus (Flixbus), or car

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There are 5 ways to get from Annapolis to Winchester by bus, train, taxi, bus (Flixbus), or car

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 Annapolis to Washington Union Stationbus bus
    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
    4h 1m
    $67–96

  2. Drive 100.9 mi

    cheapest
    1. Drive from Annapolis to Winchestercar car 100.9 mi
    2h 19m
    $19–27

  3. Bus

    1. Take the bus from Annapolis to Washington Union Stationbus bus FlixBus 2601 / ...
    2. Take the bus from Washington Union Station to Front Royal Walmartbus bus Valley Flyer
    4h 19m
    $66–85

  4. Bus via Washington

    1. Take the bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 14TH ST SW wbbus bus 230
    2. Take the bus from 14th St @ Independence Ave SW to Crooked Run Park & Ridebus bus 611-Fr
    4h 27m
    $53–63

  5. Bus via Washington #2

    1. Take the bus from WEST ST & CALVERT ST fs wb to N CAPITOL ST & H ST NW sbbus bus 220 / ...
    2. Take the bus from Washington Union Station to Front Royal Walmartbus bus Valley Flyer
    4h 59m
    $63–79

Questions & Answers

Map of how to get from Annapolis to Winchester.ExpandLaunch map view
  • Distance: 118.5 mi
  • Duration: 4h 1m

What companies run services between Annapolis, MD, USA and Winchester, VA, USA?

You can take a bus from Annapolis to Winchester via Washington Union Station and Front Royal Walmart in around 4h 19m.

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