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Trains from Chepstow to
Shepherds Well

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Chepstow to Shepherds Well by train

A train trip from Chepstow to Shepherds Well takes about 6hrs 32 mins on average, covering roughly 171 miles (275 kilometres). With around 15 trains running each day, there's plenty of flexibility for your travel plans. If you book in advance, you can grab tickets starting from just £24.50, making it a budget-friendly option for those who plan ahead.

Chepstow to Shepherds Well Key Stats

Arrival Station

Shepherds Well

Departure Station

Chepstow

Frequency

15trains
per day

Journey Time

from5hrs 4 mins

Changes

3-3no direct
trains

First Train / Last Train

06:47 / 00:14

Distance

171miles
(275 km)

2 Routes

5 Train Operators

Prices

from£24.50

Travelling from Chepstow to Shepherds Well by Train

Hop on a Train from Chepstow to Shepherds Well – It’s Faster Than You Think!

Planning to travel from Chepstow to Shepherds Well by train? Well, you've come to the right place – and don’t worry, it won’t take forever!

On average, the journey takes around 6hrs 32 mins. But if you’re in a hurry (or just really eager to get to Shepherds Well), the fastest trains can whisk you there in just 5hrs 4 mins. With roughly 15 trains running every day, you're spoiled for choice. This scenic 171-mile (275 km) journey usually requires just one change. You’ll be in the good hands of GWR, Southeastern, Avanti West Coast, CrossCountry, Transport for Wales, all of whom offer comfy seats and plenty of luggage space – because, let’s face it, nobody likes a cramped train!

The best part? Tickets start from just £24.50 if you book in advance, which is a much better deal than scrambling for tickets on the day. Want to save even more? Travelling during Off-Peak hours or flashing a Railcard can help you keep more money in your wallet.

So, ready to snag those cheap tickets? Use our Journey Planner to find the latest prices and make your wallet happy. Keep scrolling for more travel tips, or check out our timetable above for live train times. Time to choo-choo your way to Shepherds Well!

Journey Details

Frequently asked questions about journeys between Chepstow and Shepherds Well

Curious about your trip from Chepstow to Shepherds Well? We've put together answers to the most commonly asked questions from our customers to make planning your journey easier.

How long does it take to travel between Chepstow and Shepherds Well by train?

The travel time between Chepstow and Shepherds Well by train varies depending on the type of train and the route, but the average journey time is 6hrs 32 mins & the fastest journey takes 5hrs 4 mins.

What's the fastest journey time between Chepstow and Shepherds Well by train?

The fastest journey time by train from Chepstow to Shepherds Well is 5hrs 4 mins.

How much does the train from Chepstow to Shepherds Well cost?

Train ticket prices from Chepstow to Shepherds Well can start from as little as £24.50 when you book in advance. The cost of tickets can vary depending on the time of day, route and class you book and are usually more expensive if you book on the day.

What are the departure and arrival times for trains between Chepstow and Shepherds Well?

The departure and arrival times for trains between Chepstow and Shepherds Well vary depending on the day of the week and the type of train. Generally, there are around 15 departures and arrivals throughout the day. The first departure is 06:47, and the last train of the day leaves at 00:14.

What is the difference between first class and standard class on trains between Chepstow and Shepherds Well?

First class tickets on trains between Chepstow and Shepherds Well typically offer more space, complimentary food and drink, and other amenities compared to standard class.

What amenities are available on trains between Chepstow and Shepherds Well?

Amenities on trains between Chepstow and Shepherds Well can include free Wi-Fi, power outlets, onboard catering, and comfortable seating.

What is the cheapest way to travel from Chepstow to Shepherds Well by train?

By booking your tickets on traintickets.com! There are many ways to save on the cost of train travel between Chepstow and Shepherds Well. On traintickets.com, we do all the work for you to find the cheapest way possible to get to Shepherds Well, and can save you up to 90%! Simply search for your journey, and be assured we have found you the best possible price.

Is it possible to take a direct train from Chepstow to Shepherds Well?

No, unfortunately there are no direct trains between Chepstow & Shepherds Well. However, there are 15 possible journeys which require a change.

What train companies run services from Chepstow to Shepherds Well?

GWR, Southeastern, Avanti West Coast, CrossCountry and Transport for Wales are the main train operating companies running services between Chepstow and Shepherds Well.

Can I bring luggage on board trains between Chepstow and Shepherds Well?

Yes, you can bring luggage on board trains between Chepstow and Shepherds Well, but there may be limits on the number of bags or the size and weight of your luggage.

When are Chepstow to Shepherds Well Train Times?

Check out the upcoming trains from Chepstow to Shepherds Well on Monday 28th April 2025, with our handy timetable below.

Alternatively, you can view the full day's schedule or search for a different date here!

Monday 28th April
DepartsArrivesChangesVia StationsDurationOperator
15:53 Chepstow20:59 Shepherds Well3 changesNewport (South Wales)
London Paddington
London Victoria
5 hrs 6 mins Get Tickets
16:55 Chepstow21:59 Shepherds Well3 changesNewport (South Wales)
London Paddington
London Victoria
5 hrs 4 mins Get Tickets
17:17 Chepstow22:59 Shepherds Well3 changesNewport (South Wales)
London Paddington
London Victoria
5 hrs 42 mins Get Tickets
18:24 Chepstow00:08 Shepherds Well3 changesNewport (South Wales)
London Paddington
London Victoria
5 hrs 44 mins Get Tickets
20:25 Chepstow07:52 Shepherds Well3 changesWorcestershire Parkway
London Paddington
London Victoria
11 hrs 27 mins Get Tickets
22:21 Chepstow10:00 Shepherds Well3 changesBirmingham New Street
London Euston
London Victoria
11 hrs 39 mins Get Tickets
23:37 Chepstow10:59 Shepherds Well3 changesNewport (South Wales)
London Paddington
London Victoria
11 hrs 22 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Chepstow to Shepherds Well journeys?

From booking in Advance, to our FairSplits, here are our tips for you to find the best price

Advance Tickets

A single ticket for one journey leaving at a specific date and time.

The rule is: the sooner you book the cheaper they are. Usually the cheapest, but least flexible.

Advance fares from Chepstow to Shepherds Well start from as little as £24.50

Off-Peak & Super Off-Peak Tickets

Offering greater flexibility than Advances, Off-Peak tickets offer travel during less busy times of day trading off more flexibility in the Off-Peak windows but for still discounted fares.

Off Peak fares from Chepstow to Shepherds Well start from £91.70 one way, or £92.70 return

Anytime Tickets

Anytime tickets are fully flexible allowing travel at any time of the day. Brilliant if you don’t want the pressure of clock watching, returning when you want

Anytime fares from Chepstow to Shepherds Well are available for £96.70 one way, or £319.00 return

With our FairSplit technology, you can save up to 90% on the cost of train travel.

Split ticketing means that instead of purchasing one rail ticket for your journey we automatically find and help you book two or more tickets instead, covering exactly the same journey. We call it our FairSplit.

Travelling in a group? We can save you even more!

Unlike other split ticketing sites, you can enter multiple railcards in a single search on traintickets.com. We will find you the best price using all possible combinations of your railcards in conjunction with our split ticketing technology & GroupSave.

When you do a search on traintickets.com we check all the cheapest prices automatically

Everything you need to know about Chepstow Station

Welcome to Chepstow Train Station

Chepstow, a charming town steeped in history and natural beauty, is home to a train station that is not only a gateway to Welsh landscapes but also a portal to explore various parts of the UK. Whether you're a resident or a visitor, the station offers the essential amenities and transport links necessary to make your journey smooth and enjoyable. Let's dive into what Chepstow train station has in store for you.

Station Amenities and Facilities

Chepstow station is equipped to handle a variety of commuter needs. If you're purchasing tickets, the station's ticket office is open from 06:30 to 17:30 on weekdays and from 08:00 to 13:00 on Saturdays. There are ticket machines available for those who prefer to collect tickets bought online or use a debit or credit card. For hearing-impaired passengers, an induction loop is provided.

The station provides step-free access to Platform 1, making it more accessible for travelers heading towards Gloucester. However, Platform 2 requires access via a footbridge, underlining the need for some passengers to plan accordingly.

While amenities such as waiting rooms and accessible toilets are not present, a café at the station ensures that you won't go hungry while waiting for your train. The station car park, managed by Transport for Wales, is open 24/7 and offers a small number of free parking spaces.

Transport Links and Options

The station offers convenient transport options for onward travel. There is a taxi rank located outside the front of the station for immediate travel needs. The rail replacement services, when required, operate from within the station car park. Although there are no bicycle hire facilities on-site, the town itself offers scenic routes for cyclists.

Popular Routes from Chepstow

From Chepstow, you can easily journey to a range of vibrant destinations. Whether it's a quick trip to Cardiff Central for some urban exploration or a longer trip to London Paddington for a taste of the cosmopolitan lifestyle, Chepstow station supports a variety of routes. Other popular destinations include Bristol Temple Meads, known for its historic architecture, and Cheltenham Spa, famous for its Regency buildings.

Planning Your Next Adventure

Looking to explore more of the UK by train? Chepstow is an excellent starting point. Consider venturing to cities like Birmingham or even a relaxing escape to the calming landscapes around Swansea. With great connections and convenient ticket purchasing options, your next journey is just a train ride away.

In conclusion, Chepstow train station, while maintaining a simpler set of amenities, acts as a hub to thriving Welsh towns and larger cities across the UK. Embrace the charm of train travel, purchase your tickets, and make the most of your journey from this quaint corner of Wales.

Everything you need to know about Shepherds Well Station

Welcome to Shepherds Well Train Station

Located in the charming village of Shepherdswell in Kent, the Shepherds Well train station is a quaint stop that offers travelers an opportunity to explore some of England's picturesque southeast landscapes. Whether you are a local commuter or a visitor eager to explore the region, this station serves as a gateway to a variety of destinations.

Facilities and Amenities

The station is equipped with basic amenities to ensure a smooth journey. For ticket-buying conveniences, the ticket office is open on weekdays from 06:30 to 11:00, and there are ticket machines available for easy collection of pre-purchased tickets. Accessibility features include step-free access—although limited and requiring specific navigation routes—accessible ticket machines, and customer help points strategically placed around the station.

Traveler Support and Accessibility

Shepherds Well station offers assistance for travelers with reduced mobility, with staff help available during restricted hours. While the station is not equipped with an induction loop or ticket barriers, it does include a help point for navigating the platform. However, for more significant needs outside operating hours, Southeastern provides a mobile Assistance Team to aid travelers with their specific requirements.

Transport Links

The station forecourt operates as the hub for the Rail Replacement Service whenever service disruptions occur. While local transport links like buses are supported, information for onward journeys can be easily accessed in a printable format here.

Popular Travel Destinations

Hankering to explore more? The station offers easy connections to several popular places. Embark on a historical journey to Dover Priory or immerse yourself in the medieval charm of Canterbury East. Need a trip to the capital? Shepherds Well offers direct routes to London Victoria and London St Pancras International. For a scenic coastal getaway, consider heading to Ramsgate or indulging in the pebbled beaches of Deal.

Closing Thoughts

Though simplistic in its offerings, Shepherds Well train station remains a vital local node for both casual exploration and essential commuting. With services aimed at supporting travelers and providing comfortable transit, your journey through Shepherds Well is bound to be a pleasant experience. For those planning a trip and needing tickets, Southeastern offers convenient online ticket purchasing and collection facilities at the station.

Remember, every great trip starts with a simple itinerary—let Shepherds Well be your jumping-off point to explore the wonders of Kent and beyond.

Looking for more inspiration?

Popular places to travel by train from Chepstow