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

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There are 10 ways to get from Milford to Winchester by train, bus, taxi, car, plane, or bus (Greyhound)

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

  1. Train, bus

    best
    1. Take the train from Milford to Grand Central Terminaltrain train New Haven
    2. Take the bus from New York to Winchesterbus bus Nyc
    7h 42m
    $83–120

  2. Drive 341.8 mi

    cheapest
    1. Drive from Milford to Winchestercar car 341.8 mi
    6h 31m
    $63–91

  3. Train, taxi

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station 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
    9h 4m
    $156–288

  4. Train to Laguardia Airport, fly to Washington Dulles International Airport, bus

    1. Take the train from Milford to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Washington Dulles International Airport (IAD)plane plane LGA - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h 6m
    $133–476

  5. Bus

    1. Take the bus from New Haven Union Station to Port Authority Bus Terminalbus bus Providence
    2. Take the bus from New York to Winchesterbus bus Nyc
    9h 18m
    $79–142

  6. Train to John F. Kennedy International Airport, fly to Washington Dulles International Airport, bus

    1. Take the train from Milford to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Washington Dulles International Airport (IAD)plane plane JFK - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h 31m
    $1,039–1,317

  7. Train to Bradley International Airport, fly to Washington Dulles International Airport, bus

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Washington Dulles International Airport (IAD)plane plane BDL - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h 34m
    $130–441

  8. Train to Newark Liberty International Airport, fly to Washington Dulles International Airport, bus

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Washington Dulles International Airport (IAD)plane plane EWR - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h 55m
    $542–1,651

  9. Train to Westchester County Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from Milford to Stamfordtrain train
    2. Fly from Westchester County Airport (HPN) to Ronald Reagan Washington National Airport (DCA)plane plane HPN - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    9h 11m
    $164–739

  10. Train to Newark Liberty International Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Ronald Reagan Washington National Airport (DCA)plane plane EWR - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    8h 57m
    $998–1,843

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 Milford to Winchester.ExpandLaunch map view
  • Distance: 399.2 mi
  • Duration: 7h 42m

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

You can take a bus from Gulf St @ George St to Winchester via Union Ave @ Union Station, New Haven Union Station, Port Authority Bus Terminal, 42 St-Bryant Park, East Broadway, New York, and Winchester in around 9h 18m.

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