The average train between Chepstow and Southend-on-Sea takes 4h 18m and the fastest train takes 3h 36m. There is a train service every few hours from Chepstow 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 hourly between Chepstow and Southend-on-Sea. The earliest departure is at 6:19 AM in the morning, and the last departure from Chepstow is at 11:38 PM which arrives into Southend-on-Sea at 8:53 AM. All services require a transfer at Newport (S Wales) and take an average of 4h 18m. The schedules shown below are for the next available departures.



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4h 27m • 3 changesArrives next day



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3h 51m • 3 changesWant to know about travelling from Chepstow 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 Chepstow to Southend-on-Sea. However, there are services departing from Chepstow station and arriving at Southend-on-Sea station via London Paddington. The journey, including transfers, takes approximately 4h 18m.
Chepstow to Southend-on-Sea train services, operated by Cross Country, depart from Newport (S Wales) station.
Chepstow to Southend-on-Sea train services, operated by Cross Country, arrive at Southend Victoria station.
Book your Chepstow to Southend-on-Sea train tickets online with Cross Country, Great Western Railway (GWR) and 3 other operators.
The distance between Chepstow and Southend-on-Sea is 234.5 km. The road distance is 315 km.
You can take a train from Chepstow to Southend Victoria via Newport (S Wales), London Paddington, and Stratford (London) in around 4h 4m.