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Winchester to Middlesbrough trains

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Trip Overview

The average train between Winchester and Middlesbrough takes 5h 33m 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.

5h 33m
Duration
307 mi
Distance
£125
Average price
Hourly
Frequency

Winchester to Middlesbrough train times

Trains run hourly between Winchester and Middlesbrough. The earliest departure is at 12:16 AM at night, and the last departure from Winchester is at 10:21 PM which arrives into Middlesbrough at 9:39 AM. All services require a transfer at London Waterloo Station and take an average of 5h 33m. The schedules shown below are for the next available departures.

Departing Sunday, November 1, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 54m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 53m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 56m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 53m • 3 changes
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Departing Monday, November 2, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express9h 22m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 18m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
  • Show more

Departing Tuesday, November 3, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 18m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 41m • 3 changes
  • Show more

Departing Wednesday, November 4, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 18m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 41m • 3 changes
  • Show more

Departing Thursday, November 5, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 18m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 41m • 3 changes
  • Show more

Departing Friday, November 6, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 18m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 41m • 3 changes
  • Show more

Departing Saturday, November 7, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 40m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 42m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 43m • 3 changes
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Frequently asked questions

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.

Map of how to get from Winchester to Middlesbrough.ExpandLaunch map view
  • Distance: 307.2 mi
  • Duration: 5h 33m

What companies run services between Winchester, England and Middlesbrough, England?

You can take a train from Winchester to Middlesbrough via London Waterloo Station, Waterloo station, Euston station, King's Cross, and York in around 4h 58m.

Operators