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Trains from Winchester to Chepstow

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CrossCountry
Great Western Railway

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  1. Home
  2. Train times
  3. Winchester to Chepstow

Trains to Chepstow from Winchester

First train

04:31

Last train

22:24

Departure stationWinchester
Arrival stationChepstow
Journey time

From 2h 42m

Distance

71 miles (113 km)

Frequency

12 trains per day

Changes

2 changes

Train operators

CrossCountry, Great Western Railway, South Western Railway, Transport for Wales

What are the train times from Winchester to Chepstow?

Get from Winchester to Chepstow in as little as 2 hours 42 minutes on the fastest trains, so you can make the most of your time.

The average train journey from Winchester to Chepstow takes around 3 hours 40 minutes. There are around 12 trains that operate on this route daily.

As there are no direct trains between Winchester and Chepstow, you'll need to make 2 changes.

Trains on this route are operated by Great Western Railway, Transport for Wales, South Western Railway and CrossCountry.

Booking in advance often results in cheaper ticket prices.

With our Journey Planner, you can check live train times, compare prices and check routes.

What do people frequently ask about the train journey from Winchester to Chepstow?

Want to know more about your journey from Winchester to Chepstow? We've compiled some of the most frequently asked questions by our customers to help you plan your journey.

How do you get to Chepstow from Winchester?

To travel to Chepstow from Winchester, you can take the train - on average, the journey takes around 3 hours and 40 minutes, though the fastest trains can take 2 hours and 42 minutes. Use our Journey Planner to get more information.

How long is the train ride from Winchester to Chepstow?

Trains from Winchester to Chepstow take an average of 3 hours and 40 minutes, although on the fastest services it can take just 2 hours and 42 minutes. You'll usually find 12 trains per day on this route, so use our Journey Planner to check specific dates as times may vary.

What is the quickest journey time between Winchester and Chepstow by train?

The quickest journey time between Winchester and Chepstow by train is 2 hours and 42 minutes.

Are there direct trains from Winchester to Chepstow?

No, there are no direct trains running from Winchester to Chepstow, you’ll usually need to make at least 2 changes during the journey.

How do I find cheap train tickets from Winchester to Chepstow?

As most UK train companies increase their prices as the departure date approaches, our Trainline team of experts have put together these tips to help you find the cheapest tickets.

1. Sign up to Ticket Alert

If you're planning a trip more than 12 weeks ahead, sign up to our Ticket Alert to get notified when Advance tickets are released for your travel date.

2. Use a Railcard

National Railcards offer a 1/3 off eligible train tickets in the UK and can be a great investment if you travel throughout the year. Buy one with us and you'll be able to store it digitally in our app, so you'll always have it on your travels.

3. Book split tickets

Our handy feature SplitSave will 'split' your train journey into multiple tickets, which can be much cheaper than buying a single ticket. Find out more about split tickets.

4. Travel Off-Peak

If you can be flexible with your travel times, Off-Peak and Super Off-Peak tickets are usually cheaper in the UK. Generally, Off-Peak times are any time at weekends and outside of Monday to Friday morning and evening rush hours.

5. Consider a Season Ticket

Best for commuters, if you catch a train on the same route more than 3 times per week, you could save money with a Season Ticket. With annual, monthly, weekly and flexi options available, find out if a Season Ticket for Winchester to Chepstow is right for you.

For more money-saving tips on UK and European train travel, read our cheap train tickets guide.

§Advance adult single fare. Excludes booking fee. Prices seen by Trainline customers in the last 30 days. Availability limited.
† Average savings on advance fares booked at least one week before day of travel vs Anytime fares purchased on day of travel. Subject to availability. Excludes coach.

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