The average train between York and Chepstow takes 4h 25m and the fastest train takes 3h 51m. There is a train service every few hours from York 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 every 2 hours between York and Chepstow. The earliest departure is at 6:15 AM in the morning, and the last departure from York is at 7:42 PM which arrives into Chepstow at 11:36 PM. All services require a transfer, and take on average 4h 25m. The schedules shown below are for the next available departures.

4h 34m • 1 change

4h 10m • 1 change

4h 10m • 1 change

4h 12m • 1 change

4h 34m • 1 change

4h 11m • 1 change

4h 11m • 1 change

4h 34m • 1 change

4h 34m • 1 change

4h 11m • 1 change

4h 11m • 1 change

4h 34m • 1 change

5h 1m • 1 change

4h 10m • 1 change

4h 7m • 1 change

4h 31m • 1 change
Want to know about travelling from York 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 York to Chepstow. However, there are services departing from York station and arriving at Chepstow station via Cheltenham Spa. The journey, including transfers, takes approximately 4h 25m.
York to Chepstow train services, operated by Cross Country, depart from York station.
York to Chepstow train services, operated by Cross Country, arrive at Chepstow station.
Book your York to Chepstow train tickets online with Cross Country and Transport for Wales.
The distance between York and Chepstow is 279 km. The road distance is 352 km.
You can take a train from York to Chepstow via Cheltenham Spa in around 4h 16m.