The average train between Sheffield and Chepstow takes 3h 11m and the fastest train takes 2h 41m. There is a train service every few hours from Sheffield 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 Sheffield and Chepstow. The earliest departure is at 6:54 AM in the morning, and the last departure from Sheffield is at 8:55 PM which arrives into Chepstow at 11:36 PM. All services require a transfer, and take on average 3h 11m. The schedules shown below are for the next available departures.

2h 58m • 1 change

3h 20m • 1 change

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2h 56m • 1 change

2h 58m • 1 change

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2h 58m • 1 change

2h 56m • 1 change

2h 58m • 1 change

3h 20m • 1 change

2h 58m • 1 change

2h 56m • 1 change

2h 58m • 1 change

3h 20m • 1 change

2h 57m • 1 change

2h 56m • 1 change
Want to know about travelling from Sheffield 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 Sheffield to Chepstow. However, there are services departing from Sheffield station and arriving at Chepstow station via Cheltenham Spa. The journey, including transfers, takes approximately 3h 11m.
Sheffield to Chepstow train services, operated by Cross Country, depart from Sheffield station.
Sheffield to Chepstow train services, operated by Cross Country, arrive at Chepstow station.
Book your Sheffield to Chepstow train tickets online with Cross Country and Transport for Wales.
The distance between Sheffield and Chepstow is 210.3 km. The road distance is 251 km.
You can take a train from Sheffield to Chepstow via Cheltenham Spa in around 3h 1m.