Rome2Rio

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

Find Transport to Winchester

See all options

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

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 to Charlottesville, drive

    best
    1. Fly from Jackson/Vicksburg (JAN) to Charlottesville (CHO)plane plane JAN - CHO
    2. Drive from Charlottesville (CHO) to Winchestercar car
    6h 52m
    $134–479

  2. Bus

    1. Take the bus from Jackson to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Washington Union Stationbus bus
    3. Take the bus from Washington Union Station to Front Royal Walmartbus bus
    25h 9m
    $214–377

  3. Train (Amtrak)

    1. Take the train from Jackson to Chicago Union Stationtrain train City of New Orleans
    2. Take the train from Chicago Union Station to Martinsburg Amtrak Stationtrain train Floridian
    32h 28m
    $496–1,011

  4. Drive 916.8 mi

    1. Drive from Jackson to Winchestercar car 916.8 mi
    14h 58m
    $168–242

  5. Fly to Washington Dulles International Airport, bus

    1. Fly from Jackson/Vicksburg (JAN) to Washington Dulles International Airport (IAD)plane plane JAN - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h
    $182–559

  6. Fly to Ronald Reagan Washington National Airport, bus

    1. Fly from Jackson/Vicksburg (JAN) to Ronald Reagan Washington National Airport (DCA)plane plane JAN - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    6h 24m
    $213–761

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

    1. Fly from Jackson/Vicksburg (JAN) to Baltimore-Washington International Airport (BWI)plane plane JAN - 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
    8h 50m
    $203–1,236

  8. Train, bus

    1. Take the train from Jackson to New Orleans Union Passenger Terminaltrain train
    2. Take the train from New Orleans Union Passenger Terminal to Washington Union Stationtrain train
    3. Take the bus from Washington Union Station to Front Royal Walmartbus bus
    36h 9m
    $468–947

Jackson/Vicksburg (JAN) to Charlottesville (CHO) flights

Calendar39Weekly Planes
Duration5h 10mAverage Duration
Ticket$80Cheapest Price
See schedules

Questions & Answers

Map of how to get from Jackson to Winchester.ExpandLaunch map view
  • Distance: 864.7 mi
  • Duration: 6h 52m

What companies run services between Jackson, MS, USA and Winchester, VA, USA?

You can take a bus from Jackson to Winchester via Atlanta Bus Station, Washington Union Station, and Front Royal Walmart in around 25h 9m. Alternatively, you can take a train from Jackson to Winchester via Chicago Union Station and Martinsburg Amtrak Station in around 32h 28m.

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers