Maidenhead to Chepstow Castle Trains

Maidenhead to Chepstow Castle trains

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Trip Overview

The average train between Maidenhead and Chepstow Castle takes 2h 45m 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 45m
Duration: 126 mi
Distance: £71
Average price: Hourly
Frequency

Train

best

Take the train from Reading to Newport (S Wales)train London Paddington - Swansea / ...

2h 51m

£52–115

Maidenhead to Chepstow Castle train times

Trains run hourly between Maidenhead and Chepstow Castle. The earliest departure is at 4:12 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 45m. The schedules shown below are for the next available departures.

Departing Monday, August 10, 2026

9:24 AM → 11:44 AM
2h 20m • 2 changes
10:01 AM → 12:15 PM
2h 14m • 2 changes
10:34 AM → 1:16 PM
2h 41m • 2 changes
11:32 AM → 1:47 PM
2h 15m • 2 changes
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Departing Tuesday, August 11, 2026

4:12 AM → 8:15 AM
4h 3m • 2 changes
7:11 AM → 9:16 AM
2h 5m • 2 changes
8:12 AM → 10:15 AM
2h 3m • 2 changes
9:24 AM → 11:44 AM
2h 20m • 2 changes
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Departing Wednesday, August 12, 2026

4:12 AM → 8:15 AM
4h 3m • 2 changes
7:11 AM → 9:16 AM
2h 5m • 2 changes
8:12 AM → 10:15 AM
2h 3m • 2 changes
9:24 AM → 11:44 AM
2h 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.