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Skegness to Winchester trains

Find Transport to Winchester

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Trip Overview

The average train between Skegness and Winchester takes 4h 58m and the fastest train takes 4h 7m. There is a train service every few hours from Skegness to Winchester. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

4h 58m
Duration
232 mi
Distance
£98
Average price
Hourly
Frequency

Train via London

best
  1. Take the train from Skegness to Granthamtrain train
  2. Take the train from Grantham to King's Crosstrain train
  3. Take the train from London Waterloo to Winchestertrain train
4h 43m
£72–144

Skegness to Winchester train times

Trains run hourly between Skegness and Winchester. The earliest departure is at 7:05 AM in the morning, and the last departure from Skegness is at 8:19 PM which arrives into Winchester at 6:36 AM. All services require a transfer at Grantham and take an average of 4h 58m. The schedules shown below are for the next available departures.

Departing Tuesday, October 13, 2026

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 47m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 16m • 3 changes

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 47m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 15m • 3 changes
  • Show more

Departing Wednesday, October 14, 2026

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 58m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 14m • 3 changes

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 47m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 16m • 3 changes
  • Show more

Departing Thursday, October 15, 2026

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 58m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 14m • 3 changes

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 47m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 16m • 3 changes
  • Show more

Departing Friday, October 16, 2026

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 58m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 14m • 3 changes

  •  → 

    East Midlands RailwaysLondon North Eastern Railway Limited (LNER)London Underground (Tube)South Western Railway4h 47m • 3 changes

  •  → 

    East Midlands RailwaysHull TrainsLondon Underground (Tube)South Western Railway4h 16m • 3 changes
  • Show more

Frequently asked questions

Want to know about travelling from Skegness to Winchester? 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 Skegness to Winchester.ExpandLaunch map view
  • Distance: 231.7 mi
  • Duration: 4h 58m

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

You can take a train from Skegness to Winchester via Grantham, London Kings Cross, Euston station, Waterloo Station, and London Waterloo in around 4h 43m.

Operators