There are 8 ways to get from Cary to Winchester by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, train, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Raleigh-Durham International Airport to Washington Dulles International Airport, bus
best- Fly from Raleigh-Durham International Airport (RDU) to Washington Dulles International Airport (IAD)plane RDU - IAD
- Take the bus from Dulles International Airport to Front Royal Walmartbus
5h 33m$384–1,478Drive 273.1 mi
cheapest- Drive from Cary to Winchestercar 273.1 mi
6h 9m$50–72Train (Amtrak)
- Take the train from Cary to Martinsburg Amtrak Stationtrain Floridian
9h 31m$177–316Bus
- Take the bus from Raleigh Bus Station to Washington Union Stationbus Greyhound US0700 / ...
- Take the bus from Washington Union Station to Front Royal Walmartbus Valley Flyer
9h 45m$100–156Fly Raleigh-Durham International Airport to Ronald Reagan Washington National Airport, bus
- Fly from Raleigh-Durham International Airport (RDU) to Ronald Reagan Washington National Airport (DCA)plane RDU - DCA
- Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus
6h 39m$610–1,270Train to Piedmont Triad International Airport, fly to Washington Dulles International Airport, bus
- Take the train from Cary to Greensborotrain
- Fly from Piedmont Triad International Airport (GSO) to Washington Dulles International Airport (IAD)plane GSO - IAD
- Take the bus from Dulles International Airport to Front Royal Walmartbus
6h 20m$171–561Fly Raleigh-Durham International Airport to Baltimore-Washington International Airport, train, taxi
- Fly from Raleigh-Durham International Airport (RDU) to Baltimore-Washington International Airport (BWI)plane RDU - 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
7h 28m$250–996Train to Piedmont Triad International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Cary to Greensborotrain
- Fly from Piedmont Triad International Airport (GSO) to Ronald Reagan Washington National Airport (DCA)plane GSO - DCA
- Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus
7h 23m$197–753
Raleigh-Durham International Airport (RDU) to Washington Dulles International Airport (IAD) flights
Questions & Answers
The cheapest way to get from Cary to Winchester is to drive which costs $50 - $75 and takes 6h 9m.
The fastest way to get from Cary to Winchester is to fly and bus which takes 5h 33m and costs $380 - $1,500.
No, there is no direct bus from Cary to Winchester. However, there are services departing from Cary Depot and arriving at Front Royal Walmart via GoRaleigh Station, Raleigh Bus Station and Washington Union Station. The journey, including transfers, takes approximately 9h 45m.
No, there is no direct train from Cary to Winchester station. However, there are services departing from Cary and arriving at Martinsburg Amtrak Station via . The journey, including transfers, takes approximately 9h 31m.
The distance between Cary and Winchester is 314 miles. The road distance is 274.7 miles.
The best way to get from Cary to Winchester without a car is to train which takes 9h 31m and costs $170 - $320.
It takes approximately 5h 33m to get from Cary to Winchester, including transfers.
Cary to Winchester bus services, operated by Greyhound USA, depart from Raleigh Bus Station.
Cary to Winchester train services, operated by Amtrak, depart from Cary station.
The best way to get from Cary to Winchester is to train which takes 9h 31m and costs $170 - $320. Alternatively, you can bus, which costs $100 - $160 and takes 9h 45m.
What companies run services between Cary, NC, USA and Winchester, VA, USA?
Amtrak operates a train from Cary to Martinsburg Amtrak Station once daily. Tickets cost $120–260 and the journey takes 9h 4m. Alternatively, you can take a bus from Cary Depot to Winchester via Union Station - Bus Platform A, GoRaleigh Station, Capital Blvd at Crabtree Blvd, Raleigh Bus Station, Washington Union Station, and Front Royal Walmart in around 9h 45m.
- Website
- southwest.com
Flights from Raleigh-Durham International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $60–400
- Website
- aa.com
Flights from Raleigh-Durham International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $70–490
Flights from Piedmont Triad International Airport to Washington Dulles International Airport via Charlotte
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $75–440
Flights from Piedmont Triad International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–600
Flights from Piedmont Triad International Airport to Ronald Reagan Washington National Airport via Charlotte
- Ave. Duration
- 3h 38m
- When
- Every day
- Estimated price
- $110–700
- Website
- united.com
Flights from Raleigh-Durham International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $45–330
Flights from Piedmont Triad International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $60–400
- Website
- delta.com
Flights from Raleigh-Durham International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $70–490
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Cary to Martinsburg Amtrak Station
- Ave. Duration
- 9h 4m
- Frequency
- Once daily
- Estimated price
- $120–260
- Website
- Amtrak
Train from Cary to Greensboro
- Ave. Duration
- 1h 21m
- Frequency
- 5 times a day
- Estimated price
- $23–50
- 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
Train from Cary to Greensboro
- Ave. Duration
- 1h 21m
- Frequency
- 5 times a day
- Estimated price
- $23–50
- Website
- Amtrak
- Phone
- 1-866-743-3682
- Website
- Maryland Transit
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
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
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
- 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 Washington Union Station to Front Royal Walmart
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $21–27
- 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
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Raleigh Bus Station to Washington Union Station
- Ave. Duration
- 4h 35m
- Frequency
- Hourly
- Estimated price
- $35–75
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Raleigh Bus Station to Washington Union Station
- Ave. Duration
- 5h 15m
- Frequency
- 5 times a day
- Estimated price
- $40–70
- Schedules at
- Flixbus USA
- 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
- Ave. Duration
- 43 min
- Estimated price
- $60–75
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More Questions & Answers
Cary to Winchester bus services, operated by Greyhound USA, arrive at Washington Union Station.
Cary to Winchester train services, operated by Amtrak, arrive at Martinsburg Amtrak Station.
Yes, the driving distance between Cary to Winchester is 275 miles. It takes approximately 6h 9m to drive from Cary to Winchester.
There are 52+ hotels available in Winchester.








