There are 11 ways to get from Port Jefferson to Winchester by train, bus, taxi, car, plane, or car ferry
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus
best- Take the train from Ronkonkoma to New York Penn Stationtrain Ronkonkoma Branch
- Take the bus from New York to Winchesterbus Nyc
8h 12m$81–126Drive 334.3 mi
cheapest- Drive from Port Jefferson to Winchestercar 334.3 mi
6h 28m$61–89Train, taxi
- Take the train from Port Jefferson to Jamaicatrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Washington Union Stationtrain
- Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain
- Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi
8h 18m$147–272Train to John F. Kennedy International Airport, fly to Washington Dulles International Airport, bus
- Take the train from Stony Brook to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Washington Dulles International Airport (IAD)plane JFK - IAD
- Take the bus from Dulles International Airport to Front Royal Walmartbus
7h 25m$1,031–1,311Bus
- Take the bus from Old Country Rd/Tanger Mall Dr to B. Heights-Tillary St & Cadman Plz Ebus Brooklyn-North Fork / ...
- Take the bus from New York to Winchesterbus Nyc
9h 42m$97–171Train to Newark Liberty International Airport, fly to Washington Dulles International Airport, bus
- Take the train from Stony Brook to Jamaicatrain
- Fly from Newark Liberty International Airport (EWR) to Washington Dulles International Airport (IAD)plane EWR - IAD
- Take the bus from Dulles International Airport to Front Royal Walmartbus
8h 1m$534–1,636Train to Laguardia Airport, fly to Washington Dulles International Airport, bus
- Take the train from Stony Brook to Jamaicatrain
- Fly from Laguardia Airport (LGA) to Washington Dulles International Airport (IAD)plane LGA - IAD
- Take the bus from Dulles International Airport to Front Royal Walmartbus
8h 4m$132–487Train to John F. Kennedy International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Stony Brook to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Ronald Reagan Washington National Airport (DCA)plane JFK - DCA
- Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus
8h 16m$977–2,603Fly Long Island Mac Arthur Airport to Baltimore-Washington International Airport, train, taxi
- Fly from Long Island Mac Arthur Airport (ISP) to Baltimore-Washington International Airport (BWI)plane ISP - BWI
- Take the train from BWI Thurgood Marshall to Washington Union Stationtrain
- Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain
- Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi
8h 41m$127–1,038Train to Laguardia Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Stony Brook to Jamaicatrain
- Fly from Laguardia Airport (LGA) to Ronald Reagan Washington National Airport (DCA)plane LGA - DCA
- Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus
8h 55m$153–659Car ferry to Westchester County Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the carferry from Port Jefferson to Bridgeportcarferry
- Fly from Westchester County Airport (HPN) to Ronald Reagan Washington National Airport (DCA)plane HPN - DCA
- Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus
10h 26m$182–817
John F. Kennedy International Airport (JFK) to Washington Dulles International Airport (IAD) flights
Questions & Answers
The cheapest way to get from Port Jefferson to Winchester is to drive which costs $60 - $90 and takes 6h 28m.
The fastest way to get from Port Jefferson to Winchester is to drive which takes 6h 28m and costs $60 - $90.
No, there is no direct bus from Port Jefferson to Winchester. However, there are services departing from N Country Rd/Oakland Ave and arriving at Winchester via Old Country Rd/Tanger Mall Dr and New York. The journey, including transfers, takes approximately 9h 42m.
The distance between Port Jefferson and Winchester is 404 miles. The road distance is 336.3 miles.
The best way to get from Port Jefferson to Winchester without a car is to train and bus which takes 8h 12m and costs $80 - $130.
It takes approximately 8h 12m to get from Port Jefferson to Winchester, including transfers.
Port Jefferson to Winchester bus services, operated by Hampton Jitney Inc., depart from Old Country Rd/Tanger Mall Dr station.
Port Jefferson to Winchester bus services, operated by Hampton Jitney Inc., arrive at B. Heights-Tillary St & Cadman Plz E station.
Yes, the driving distance between Port Jefferson to Winchester is 336 miles. It takes approximately 6h 28m to drive from Port Jefferson to Winchester.
There are 50+ hotels available in Winchester.
What companies run services between Port Jefferson, NY, USA and Winchester, VA, USA?
You can take a bus from N Country Rd/Oakland Ave to Winchester via Old Country Rd/Tanger Mall Dr, B. Heights-Tillary St & Cadman Plz E, York St, East Broadway, New York, and Winchester in around 9h 42m.
- Website
- aa.com
Flights from John F. Kennedy International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $60–430
Flights from Laguardia Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $80–550
Flights from Westchester County Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $95–650
- Website
- delta.com
Flights from John F. Kennedy International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $40–290
Flights from John F. Kennedy International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $60–430
Flights from Laguardia Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $80–550
- Website
- united.com
Flights from Newark Liberty International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $40–290
Flights from Newark Liberty International Airport to Washington Dulles International Airport via Richmond
- Ave. Duration
- 3h 27m
- When
- Every day
- Estimated price
- $55–330
Flights from Newark Liberty International Airport to Washington Dulles International Airport via Pittsburgh
- Ave. Duration
- 3h 37m
- When
- Every day
- Estimated price
- $60–360
Flights from Laguardia Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $55–370
- Website
- southwest.com
Flights from Long Island Mac Arthur Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $55–390
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $60–430
Flights from Westchester County Airport to Ronald Reagan Washington National Airport via Nantucket
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $150–850
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Ronkonkoma to New York Penn Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 20 minutes
- Estimated price
- $13–30
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $13–19
- Peak
- $22–30
Train from Port Jefferson to Jamaica
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $13–29
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $13–18
- Peak
- $21–29
Train from Stony Brook to Jamaica
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–17
- Peak
- $19–27
Train from Stony Brook to Jamaica
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–17
- Peak
- $19–27
Train from Stony Brook to Jamaica
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–17
- Peak
- $19–27
Train from Stony Brook to Jamaica
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–17
- Peak
- $19–27
Train from Stony Brook to Jamaica
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–17
- Peak
- $19–27
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Washington Union Station
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $50–750
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $50–490
- First Class
- $200–750
Train from BWI Thurgood Marshall to Washington Union Station
- Ave. Duration
- 26 min
- Frequency
- 5 times a day
- Estimated price
- $6–550
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $6–440
- First Class
- $100–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Washington Union Station
- Ave. Duration
- 3h 35m
- Frequency
- Hourly
- Estimated price
- $70–150
- Website
- Amtrak
Train from BWI Thurgood Marshall to Washington Union Station
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–20
- Website
- Amtrak
- Phone
- 1-866-743-3682
- Website
- Maryland Transit
Train from Washington Union Station to DUFFIELDS W VA MARC wb
- Ave. Duration
- 1h 33m
- Frequency
- Twice daily
- Estimated price
- $2–13
- Website
- Maryland Transit
- Standard Fare
- $2–13
Train from BWI Thurgood Marshall to Washington Union Station
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Estimated price
- $2–9
- Website
- Maryland Transit
- Standard Fare
- $2–9
Train from Washington Union Station to DUFFIELDS W VA MARC wb
- Ave. Duration
- 1h 33m
- Frequency
- Twice daily
- Estimated price
- $2–13
- Website
- Maryland Transit
- Standard Fare
- $2–13
- Phone
- +1 646-630-7186
- [email protected]
- Website
- Wanda Coach
Bus from New York to Winchester
- Ave. Duration
- 4h 15m
- Frequency
- Once daily
- Estimated price
- $55–80
- Website
- Wanda Coach
- Book at
- GotoBus.com
- Adult One Way
- $55–80
Bus from New York to Winchester
- Ave. Duration
- 4h 15m
- Frequency
- Once daily
- Estimated price
- $55–80
- Website
- Wanda Coach
- Book at
- GotoBus.com
- Adult One Way
- $55–80
- Phone
- +1-800-827-3490
- [email protected]
- Website
- Virginia Breeze
Bus from Dulles International Airport to Front Royal Walmart
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $18–23
- Schedules at
- Virginia Breeze
Bus from Dulles International Airport to Front Royal Walmart
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $18–23
- Schedules at
- Virginia Breeze
Bus from Dulles International Airport to Front Royal Walmart
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $18–23
- Schedules at
- Virginia Breeze
- Phone
- +1 631.283.4600
- Website
- Hampton Jitney
Bus from Old Country Rd/Tanger Mall Dr to B. Heights-Tillary St & Cadman Plz E
- Ave. Duration
- 2h 56m
- Frequency
- On demand
- Estimated price
- $29–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $35–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $29–35
- Phone
- +1 703-730-6664
- Website
- Omiride Home
Bus from I St NW @ 15th St NW to Crooked Run Park & Ride
- Ave. Duration
- 1h 34m
- Frequency
- 3 times a day
- Estimated price
- $9–11
- Website
- Omiride Home
Bus from I St NW @ 15th St NW to Crooked Run Park & Ride
- Ave. Duration
- 1h 34m
- Frequency
- 3 times a day
- Estimated price
- $9–11
- Website
- Omiride Home
Bus from I St NW @ 15th St NW to Crooked Run Park & Ride
- Ave. Duration
- 1h 34m
- Frequency
- 3 times a day
- Estimated price
- $9–11
- Website
- Omiride Home
- Phone
- +1 888-443-3779
- [email protected]
- Website
- Bridgeport-Port Jefferson Ferry
Car ferry from Port Jefferson to Bridgeport
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- Bridgeport-Port Jefferson Ferry
- Schedules at
- Ferry Schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
- Ave. Duration
- 43 min
- Estimated price
- $60–75
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