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Maidenhead to Chepstow Castle trains

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Trip Overview

The average train between Maidenhead and Chepstow Castle takes 2h 47m and the fastest train takes 2h 3m. There is a train service every few hours from Maidenhead to Chepstow Castle. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

2h 47m
Duration
126 mi
Distance
£68
Average price
Hourly
Frequency

Maidenhead to Chepstow Castle train times

Trains run hourly between Maidenhead and Chepstow Castle. The earliest departure is at 4:10 AM at night, and the last departure from Maidenhead is at 11:00 PM which arrives into Chepstow Castle at 6:44 AM. All services require a transfer at Reading and take an average of 2h 47m. The schedules shown below are for the next available departures.

Departing Saturday, November 7, 2026

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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country2h 45m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 18m • 2 changes
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    Great Western Railway (GWR)Great Western Railway (GWR)Transport for Wales3h 13m • 2 changes
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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country2h 43m • 2 changes
  • Show more

Departing Sunday, November 8, 2026

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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 41m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 37m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 38m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 39m • 2 changes
  • Show more

Departing Monday, November 9, 2026

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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country4h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 3m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 20m • 2 changes
  • Show more

Departing Tuesday, November 10, 2026

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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country4h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 3m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 20m • 2 changes
  • Show more

Departing Wednesday, November 11, 2026

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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country4h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 5m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 3m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 20m • 2 changes
  • Show more

Departing Thursday, November 12, 2026

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    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country4h 5m • 2 changes
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    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 5m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 3m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 20m • 2 changes
  • Show more

Departing Friday, November 13, 2026

  •  → 

    Great Western Railway (GWR)Great Western Railway (GWR)Cross Country4h 5m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 5m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Cross Country2h 3m • 2 changes
  •  → 

    Elizabeth Line (TfL)Great Western Railway (GWR)Transport for Wales2h 20m • 2 changes
  • Show more

Frequently asked questions

Want to know about travelling from Maidenhead to Chepstow Castle? 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.

Map of how to get from Maidenhead to Chepstow Castle.ExpandLaunch map view
  • Distance: 126.4 mi
  • Duration: 2h 47m

What companies run services between Maidenhead, England and Chepstow Castle, Wales?

Great Western Railway (GWR) operates a train from Reading to Newport (S Wales) hourly. Tickets cost £40–75 and the journey takes 1h 10m.

Operators