The average train between Winchester and Middlesbrough takes 5h 29m and the fastest train takes 4h 40m. There is a train service every few hours from Winchester to Middlesbrough. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run hourly between Winchester and Middlesbrough. The earliest departure is at 5:19 AM in the morning, and the last departure from Winchester is at 11:22 PM which arrives into Middlesbrough at 9:39 AM. All services require a transfer at London Waterloo Station and take an average of 5h 29m. The schedules shown below are for the next available departures.



4h 44m • 3 changes
Arrives next day



10h 16m • 3 changes
Arrives next day



11h 16m • 3 changes



5h 17m • 3 changes



4h 40m • 3 changes



4h 40m • 3 changes



4h 41m • 3 changes



5h • 3 changes



4h 40m • 3 changes



4h 42m • 3 changes



4h 43m • 3 changes



5h 14m • 3 changes



4h 52m • 3 changes



4h 53m • 3 changes



4h 54m • 3 changes



5h 17m • 3 changes



4h 40m • 3 changes



4h 40m • 3 changes



4h 41m • 3 changes
Want to know about travelling from Winchester to Middlesbrough? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Winchester to Middlesbrough. However, there are services departing from Winchester station and arriving at Middlesbrough station via London Waterloo. The journey, including transfers, takes approximately 5h 29m.
Winchester to Middlesbrough train services, operated by South Western Railway, depart from Winchester station.
Winchester to Middlesbrough train services, operated by South Western Railway, arrive at Northallerton station.
Book your Winchester to Middlesbrough train tickets online with South Western Railway, London Underground (Tube) and 2 other operators.
The distance between Winchester and Middlesbrough is 390.5 km. The road distance is 494 km.
You can take a train from Winchester to Middlesbrough via London Waterloo Station, Waterloo station, Euston station, King's Cross, and Northallerton in around 5h 20m.