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How to get fromWinchester to New Havenby taxi, train, bus, car, or plane

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There are 10 ways to get from Winchester to New Haven by taxi, train, bus, car, or plane

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 New Haventrain train
    8h 7m
    $151–842

  2. Drive 352 mi

    cheapest
    1. Drive from Winchester to New Havencar car 352 mi
    6h 43m
    $65–93

  3. 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 New York to New Havenbus bus
    10h
    $126–244

  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 New Haventrain train
    6h 54m
    $136–518

  5. 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 New Haventrain train Acela
    8h 22m
    $153–276

  6. 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 New Haventrain train
    10h 56m
    $125–183

  7. 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
    6h 20m
    $125–435

  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 Ny Moynihan Train Hall At Penn Station to New Haventrain train
    7h 21m
    $986–2,484

  9. Bus to Ronald Reagan Washington National Airport, fly to Bradley 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 Bradley International Airport (BDL)plane plane DCA - BDL
    3. Take the train from Windsor Locks to New Haventrain train
    7h 2m
    $155–648

  10. Bus to Ronald Reagan Washington National Airport, fly to Westchester County 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 Westchester County Airport (HPN)plane plane DCA - HPN
    3. Take the train from Stamford to New Haventrain train
    8h 45m
    $163–1,322

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 New Haven.ExpandLaunch map view
  • Distance: 387.6 mi
  • Duration: 8h 7m

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

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

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