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Winchester to Middlesbrough trains

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Trip Overview

The average train between Winchester and Middlesbrough takes 5h 35m 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 35m
Duration
307 mi
Distance
£126
Average price
Hourly
Frequency

Winchester to Middlesbrough train times

Trains run hourly between Winchester and Middlesbrough. The earliest departure is at 5:17 AM in the morning, and the last departure from Winchester is at 11:40 PM which arrives into Middlesbrough at 9:39 AM. All services require a transfer at London Waterloo Station and take an average of 5h 35m. The schedules shown below are for the next available departures.

Departing Wednesday, October 21, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 44m • 3 changes
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    Arrives next day

    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express8h 46m • 3 changes
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    Arrives next day

    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express11h 18m • 3 changes

Departing Thursday, October 22, 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
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Departing Friday, October 23, 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, October 24, 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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Departing Sunday, October 25, 2026

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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express5h 13m • 3 changes
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    South Western RailwayLondon Underground (Tube)London North Eastern Railway Limited (LNER)TransPennine Express4h 52m • 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 53m • 3 changes
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Departing Monday, October 26, 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 Tuesday, October 27, 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

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 35m

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 59m.

Operators