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How to get fromWinchester to Bridgeportby taxi, train, bus, car, plane, or bus (Greyhound)

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There are 11 ways to get from Winchester to Bridgeport by taxi, train, bus, 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. Taxi, train

    best
    1. Take the taxi from Winchester to DUFFIELDS W VA MARC ebtaxi taxi
    2. Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to Ny Moynihan Train Hall At Penn Stationtrain train
    4. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    8h 5m
    $157–282

  2. Drive 334.4 mi

    cheapest
    1. Drive from Winchester to Bridgeportcar car 334.4 mi
    6h 19m
    $61–89

  3. Bus, train via New York

    1. Take the bus from Front Royal Walmart to Washington Union Stationbus bus
    2. Take the bus from Washington Union Station to New York Midtownbus bus
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    9h 56m
    $121–183

  4. Bus to Washington Dulles International Airport, fly to Laguardia Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Laguardia Airport (LGA)plane plane IAD - LGA
    3. Take the train from 125th Street - Harlem to Bridgeporttrain train
    6h 12m
    $133–503

  5. Bus

    1. Take the bus from Crooked Run Park & Ride to 14th St @ New York Ave NWbus bus
    2. Take the bus from Washington to New Yorkbus bus
    3. Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus bus
    10h 15m
    $124–231

  6. Bus, train

    1. Take the bus from Front Royal Walmart to Washington Union Stationbus bus Valley Flyer
    2. Take the train from Washington Union Station to Bridgeport Amtrak Stationtrain train Northeast Regional / ...
    12h 44m
    $153–266

  7. Bus to Washington Dulles International Airport, fly to John F. Kennedy International Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to John F. Kennedy International Airport (JFK)plane plane IAD - JFK
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    6h 20m
    $1,039–1,314

  8. Bus to Ronald Reagan Washington National Airport, fly to John F. Kennedy International Airport, train

    1. Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to John F. Kennedy International Airport (JFK)plane plane DCA - JFK
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    6h 47m
    $984–2,607

  9. Bus to Washington Dulles International Airport, fly to Newark Liberty International Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Newark Liberty International Airport (EWR)plane plane IAD - EWR
    3. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    6h 55m
    $522–1,622

  10. Bus to Washington Dulles International Airport, fly to Bradley International Airport, train

    1. Take the bus from Front Royal Walmart to Dulles International Airportbus bus
    2. Fly from Washington Dulles International Airport (IAD) to Bradley International Airport (BDL)plane plane IAD - BDL
    3. Take the train from Windsor Locks to New Haventrain train
    7h 1m
    $131–441

  11. Taxi, bus to Ronald Reagan Washington National Airport, fly to Westchester County Airport, line 971 bus, train

    1. Take the taxi from Winchester to Crooked Run Park & Ridetaxi taxi
    2. Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus bus
    3. Fly from Ronald Reagan Washington National Airport (DCA) to Westchester County Airport (HPN)plane plane DCA - HPN
    4. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus
    5. Take the train from Stamford to Bridgeporttrain train
    8h 6m
    $161–737

Washington Dulles International Airport (IAD) to Laguardia Airport (LGA) flights

Calendar28Weekly Planes
Duration1h 25mAverage Duration
Ticket$59Cheapest Price
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Questions & Answers

Map of how to get from Winchester to Bridgeport.ExpandLaunch map view
  • Distance: 371.1 mi
  • Duration: 8h 5m

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

You can take a vehicle from Winchester to Bridgeport Bus Stop via Crooked Run Park & Ride, 14th St @ New York Ave NW, H St NW+14 St NW, H St NE+Union Station Garage, Washington, New York, and Port Authority Bus Terminal in around 10h 15m.

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