The average train between Waterloo Station and Chepstow takes 3h 18m and the fastest train takes 2h 37m. The train service runs several times per day 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 every 2 hours between Waterloo Station and Chepstow. The earliest departure is at 6:07 AM in the morning, and the last departure from Waterloo Station is at 11:41 PM which arrives into Chepstow at 8:53 AM. All services require a transfer at Paddington station and take an average of 3h 18m. The schedules shown below are for the next available departures.


2h 40m • 2 changes


3h 9m • 2 changes


3h 2m • 2 changes


3h 4m • 2 changes


2h 40m • 2 changes


3h 2m • 2 changes


2h 39m • 2 changes


2h 40m • 2 changes


2h 46m • 2 changes


2h 42m • 2 changes


3h 3m • 2 changes


2h 41m • 2 changes


2h 46m • 2 changes


2h 42m • 2 changes


3h 3m • 2 changes


2h 41m • 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 Gloucester. The journey, including transfers, takes approximately 3h 18m.
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 Chepstow 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 232 km.
You can take a subway from Waterloo station to Chepstow via Paddington station, London Paddington, and Gloucester in around 3h 46m.