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How to get fromSimsbury to Winchesterby bus (Greyhound), train, taxi, car, plane, or bus

Find Transport to Winchester

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There are 9 ways to get from Simsbury to Winchester by bus (Greyhound), train, taxi, car, plane, or bus

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 Hartford Union Station to Port Authority Bus Terminalbus bus Greyhound US0230 / ...
    2. Take the bus from New York to Winchesterbus bus Nyc
    9h 32m
    $85–132

  2. Drive 392.8 mi

    cheapest
    1. Drive from Simsbury to Winchestercar car 392.8 mi
    7h 37m
    $72–104

  3. Train, taxi

    1. Take the train from Hartford Amtrak Station to New Haventrain train
    2. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Washington Union Stationtrain train
    4. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    5. Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi taxi
    11h 4m
    $162–866

  4. Fly to Washington Dulles International Airport, bus

    1. Fly from Bradley International Airport (BDL) to Washington Dulles International Airport (IAD)plane plane BDL - IAD
    2. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    6h 11m
    $111–400

  5. Bus via New York

    1. Take the bus from Hartford to New Yorkbus bus Ppb 5774 / ...
    2. Take the bus from New York to Winchesterbus bus Nyc
    9h 47m
    $92–162

  6. Train, bus via New Haven

    1. Take the train from Hartford Amtrak Station to New Haventrain train
    2. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the bus from New York to Winchesterbus bus Nyc
    10h 15m
    $96–722

  7. Train, bus

    1. Take the train from Hartford Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional / ...
    2. Take the bus from New York to Winchesterbus bus Nyc
    10h 18m
    $103–172

  8. Fly to Ronald Reagan Washington National Airport, bus

    1. Fly from Bradley International Airport (BDL) to Ronald Reagan Washington National Airport (DCA)plane plane BDL - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    7h 7m
    $132–552

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

    1. Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane plane BDL - 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 6m
    $122–1,017

Bradley International Airport (BDL) to Washington Dulles International Airport (IAD) flights

Calendar28Weekly Planes
Duration1h 27mAverage Duration
Ticket$51Cheapest Price
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Questions & Answers

Map of how to get from Simsbury to Winchester.ExpandLaunch map view
  • Distance: 461.9 mi
  • Duration: 9h 32m

What companies run services between Simsbury, CT, USA and Winchester, VA, USA?

You can take a bus from Iron Horse Park & Ride @ Jim Gallagher Way to Winchester via Asylum St @ Bushnell Park, Hartford Union Station, Port Authority Bus Terminal, 42 St-Bryant Park, East Broadway, New York, and Winchester in around 9h 32m.

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