The average train between Chepstow and Windermere takes 5h 55m and the fastest train takes 4h 36m. The train service runs several times per day from Chepstow to Windermere. 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 5 times a day between Chepstow and Windermere. The earliest departure is at 7:15 AM in the morning, and the last departure from Chepstow is at 10:20 PM which arrives into Windermere at 8:48 AM. All services require a transfer at Birmingham New Street and take an average of 5h 55m. The schedules shown below are for the next available departures.


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Want to know about travelling from Chepstow to Windermere? 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 Chepstow to Windermere. However, there are services departing from Chepstow station and arriving at Windermere station via Birmingham New Street. The journey, including transfers, takes approximately 5h 55m.
Chepstow to Windermere train services, operated by Cross Country, depart from Chepstow station.
Chepstow to Windermere train services, operated by Cross Country, arrive at Oxenholme Lake District station.
Book your Chepstow to Windermere train tickets online with Cross Country, Avanti West Coast and Northern Trains Limited.
The distance between Chepstow and Windermere is 304.9 km. The road distance is 373 km.
You can take a train from Chepstow to Windermere via Birmingham New Street and Oxenholme Lake District in around 5h 47m.