Rome2Rio

How to get fromNew Haven to Winchesterby train, bus, taxi, car, or plane

Find Transport to Winchester

See all options

There are 9 ways to get from New Haven to Winchester by train, bus, taxi, 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. Train, bus

    best
    1. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional / ...
    2. Take the bus from New York to Winchesterbus bus Nyc
    7h 23m
    $83–677

  2. Drive 351.2 mi

    cheapest
    1. Drive from New Haven to Winchestercar car 351.2 mi
    6h 43m
    $65–93

  3. Train, taxi

    1. Take the train from New Haven 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
    8h 12m
    $144–821

  4. 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
    6h 13m
    $123–446

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

    1. Take the train from New Haven 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 20m
    $134–499

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

    1. Take the train from New Haven 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 3m
    $535–2,184

  7. Train to Bradley International Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Ronald Reagan Washington National Airport (DCA)plane plane BDL - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    7h 9m
    $144–588

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

    1. Take the train from New Haven 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 23m
    $167–1,325

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

    1. Fly from Tweed-New Haven Airport (HVN) to Baltimore-Washington International Airport (BWI)plane plane HVN - 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
    7h 1m
    $126–1,243

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

Calendar28Weekly Planes
Duration1h 27mAverage Duration
Ticket$53Cheapest Price
See schedules

Questions & Answers

Map of how to get from New Haven to Winchester.ExpandLaunch map view
  • Distance: 410.5 mi
  • Duration: 7h 23m

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

There is no direct connection from New Haven to Winchester. However, you can take the train to Ny Moynihan Train Hall At Penn Station, walk to 34 St-Herald Sq, take the subway to East Broadway, walk to New York, take the bus to Winchester, then take the taxi to Winchester. Alternatively, you can take the train to Ny Moynihan Train Hall At Penn Station, take the train to Washington Union Station, take the train to DUFFIELDS W VA MARC wb, then take the taxi to Winchester.

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