The average train between Winchester and Southend-on-Sea takes 2h 30m and the fastest train takes 2h 5m. The train runs at least 2 times per hour from Winchester to Southend-on-Sea. 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 every 30 minutes between Winchester and Southend-on-Sea. The earliest departure is at 5:19 AM in the morning, and the last departure from Winchester is at 10:23 PM which arrives into Southend-on-Sea at 12:57 AM. All services require a transfer at London Waterloo Station and take an average of 2h 30m. The schedules shown below are for the next available departures.


2h 40m • 2 changes


2h 24m • 2 changes


2h 10m • 2 changes


2h 29m • 2 changes
Want to know about travelling from Winchester to Southend-on-Sea? 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 Southend-on-Sea. However, there are services departing from Winchester station and arriving at Southend-on-Sea station via London Waterloo. The journey, including transfers, takes approximately 2h 30m.
Winchester to Southend-on-Sea train services, operated by South Western Railway, depart from Winchester station.
Winchester to Southend-on-Sea train services, operated by South Western Railway, arrive at Southend Central station.
Book your Winchester to Southend-on-Sea train tickets online with South Western Railway, London Underground (Tube) and c2c.
The distance between Winchester and Southend-on-Sea is 150.8 km. The road distance is 170 km.
You can take a train from Winchester to Southend Central via London Waterloo Station, Waterloo station, West Ham station, and West Ham in around 2h 8m.