The average train between Southend-on-Sea and Chepstow takes 4h 19m and the fastest train takes 3h 15m. There is a train service every few hours from Southend-on-Sea to Chepstow. 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 Southend-on-Sea and Chepstow. The earliest departure is at 5:31 AM in the morning, and the last departure from Southend-on-Sea is at 11:01 PM which arrives into Chepstow at 8:15 AM. All services require a transfer at Stratford and take an average of 4h 19m. The schedules shown below are for the next available departures.



3h 15m • 3 changes



3h 16m • 3 changes



3h 24m • 3 changes



4h 4m • 3 changes



3h 36m • 3 changes



3h 21m • 3 changes



4h 1m • 3 changes



3h 25m • 3 changes



3h 36m • 3 changes



3h 21m • 3 changes



4h 1m • 3 changes



3h 25m • 3 changes



3h 44m • 3 changes



3h 44m • 3 changes



4h 13m • 3 changes



3h 44m • 3 changes
Want to know about travelling from Southend-on-Sea to Chepstow? 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 Southend-on-Sea to Chepstow. However, there are services departing from Southend-on-Sea station and arriving at Chepstow station via Stratford (London). The journey, including transfers, takes approximately 4h 19m.
Southend-on-Sea to Chepstow train services, operated by Greater Anglia, depart from Southend Victoria station.
Southend-on-Sea to Chepstow train services, operated by Greater Anglia, arrive at Newport (S Wales) station.
Book your Southend-on-Sea to Chepstow train tickets online with Greater Anglia, Elizabeth Line (TfL) and 3 other operators.
The distance between Southend-on-Sea and Chepstow is 234.5 km. The road distance is 315 km.
You can take a train from Southend Victoria to Chepstow via Stratford, London Paddington, and Newport (S Wales) in around 4h 8m.