The average train between Waterloo Station and Chepstow takes 3h 5m and the fastest train takes 2h 15m. There is a train service every few hours from Waterloo Station 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 Waterloo Station and Chepstow. The earliest departure is at 12:27 AM at night, and the last departure from Waterloo Station is at 10:29 PM which arrives into Chepstow at 6:44 AM. All services require a transfer at Paddington station and take an average of 3h 5m. The schedules shown below are for the next available departures.


2h 51m • 2 changes


2h 38m • 2 changes


2h 39m • 2 changes


2h 40m • 2 changes


7h 48m • 2 changes


2h 22m • 2 changes


2h 17m • 2 changes


2h 46m • 2 changes


7h 48m • 2 changes


2h 22m • 2 changes


2h 17m • 2 changes


2h 46m • 2 changes
Want to know about travelling from Waterloo Station 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 Waterloo Station to Chepstow. However, there are services departing from Waterloo Station station and arriving at Chepstow station via Newport (S Wales). The journey, including transfers, takes approximately 3h 5m.
Waterloo Station to Chepstow train services, operated by London Underground (Tube), depart from London Paddington station.
Waterloo Station to Chepstow train services, operated by London Underground (Tube), arrive at Newport (S Wales) station.
Book your Waterloo Station to Chepstow train tickets online with London Underground (Tube), Great Western Railway (GWR) and 2 other operators.
The distance between Waterloo Station and Chepstow is 177.8 km. The road distance is 247 km.
Great Western Railway (GWR) operates a train from London Paddington to Newport (S Wales) hourly. Tickets cost £55–120 and the journey takes 1h 41m.