The average train between Portsmouth and Chepstow takes 4h 9m and the fastest train takes 3h 44m. There is a train service every few hours from Portsmouth 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 Portsmouth and Chepstow. The earliest departure is at 6:05 AM in the morning, and the last departure from Portsmouth is at 8:28 PM which arrives into Chepstow at 12:22 AM. All services require a transfer, and take on average 4h 9m. The schedules shown below are for the next available departures.

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3h 48m • 1 changeWant to know about travelling from Portsmouth 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 Portsmouth to Chepstow. However, there are services departing from Portsmouth & Southsea station and arriving at Newport (S Wales) station via Newport (S Wales) station. The journey, including transfers, takes approximately 4h 9m.
Portsmouth to Chepstow train services, operated by Great Western Railway (GWR), depart from Portsmouth & Southsea station.
Portsmouth to Chepstow train services, operated by Great Western Railway (GWR), arrive at Newport (S Wales) station.
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The distance between Portsmouth and Chepstow is 144.8 km. The road distance is 176 km.
Great Western Railway (GWR) operates a train from Portsmouth & Southsea to Newport (S Wales) hourly. Tickets cost £50–95 and the journey takes 3h 4m.