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Trains from Chepstow to
Upwey

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Chepstow to Upwey by train

A train trip from Chepstow to Upwey takes about 4hrs 45 mins on average, covering roughly 69 miles (111 kilometres). With around 14 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 £73.90, making it a budget-friendly option for those who plan ahead.

Chepstow to Upwey Key Stats

Arrival Station

Upwey

Departure Station

Chepstow

Frequency

14trains
per day

Journey Time

from3hrs 41 mins

Changes

2-2no direct
trains

First Train / Last Train

06:47 / 00:39

Distance

69miles
(111 km)

5 Routes

4 Train Operators

Prices

from£73.90

Travelling from Chepstow to Upwey by Train

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

Planning to travel from Chepstow to Upwey 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 4hrs 45 mins. But if you’re in a hurry (or just really eager to get to Upwey), the fastest trains can whisk you there in just 3hrs 41 mins. With roughly 14 trains running every day, you're spoiled for choice. This scenic 69-mile (111 km) journey usually requires just one change. You’ll be in the good hands of CrossCountry, South Western Railway, GWR, 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 £73.90 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 Upwey!

Journey Details

Frequently asked questions about journeys between Chepstow and Upwey

Curious about your trip from Chepstow to Upwey? 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 Upwey by train?

The travel time between Chepstow and Upwey by train varies depending on the type of train and the route, but the average journey time is 4hrs 45 mins & the fastest journey takes 3hrs 41 mins.

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

The fastest journey time by train from Chepstow to Upwey is 3hrs 41 mins.

How much does the train from Chepstow to Upwey cost?

Train ticket prices from Chepstow to Upwey can start from as little as £73.90 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 Upwey?

The departure and arrival times for trains between Chepstow and Upwey vary depending on the day of the week and the type of train. Generally, there are around 14 departures and arrivals throughout the day. The first departure is 06:47, and the last train of the day leaves at 00:39.

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

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

What amenities are available on trains between Chepstow and Upwey?

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

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

By booking your tickets on traintickets.com! There are many ways to save on the cost of train travel between Chepstow and Upwey. On traintickets.com, we do all the work for you to find the cheapest way possible to get to Upwey, 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 Upwey?

No, unfortunately there are no direct trains between Chepstow & Upwey. However, there are 14 possible journeys which require a change.

What train companies run services from Chepstow to Upwey?

CrossCountry, South Western Railway, GWR and Transport for Wales are the main train operating companies running services between Chepstow and Upwey.

Can I bring luggage on board trains between Chepstow and Upwey?

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

When are Chepstow to Upwey Train Times?

Check out the upcoming trains from Chepstow to Upwey on Tuesday 29th April 2025, with our handy timetable below.

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

Tuesday 29th April
DepartsArrivesChangesVia StationsDurationOperator
06:47 Chepstow10:28 Upwey2 changesSevern Tunnel Junction
Bristol Temple Meads
3 hrs 41 mins Get Tickets
07:22 Chepstow11:57 Upwey2 changesSevern Tunnel Junction
Southampton Central
4 hrs 35 mins Get Tickets
08:20 Chepstow12:20 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
4 hrs Get Tickets
09:17 Chepstow13:57 Upwey2 changesSevern Tunnel Junction
Southampton Central
4 hrs 40 mins Get Tickets
10:17 Chepstow14:20 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
4 hrs 3 mins Get Tickets
11:17 Chepstow15:57 Upwey2 changesNewport (South Wales)
Southampton Central
4 hrs 40 mins Get Tickets
12:21 Chepstow16:20 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
3 hrs 59 mins Get Tickets
12:54 Chepstow17:57 Upwey2 changesNewport (South Wales)
Southampton Central
5 hrs 3 mins Get Tickets
14:17 Chepstow18:22 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
4 hrs 5 mins Get Tickets
15:17 Chepstow19:33 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
4 hrs 16 mins Get Tickets
16:17 Chepstow20:35 Upwey2 changesNewport (South Wales)
Bristol Temple Meads
4 hrs 18 mins Get Tickets
17:17 Chepstow21:55 Upwey2 changesSevern Tunnel Junction
Southampton Central
4 hrs 38 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Chepstow to Upwey 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.

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.

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 Upwey are available for £73.90 one way

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 Upwey Station

Discovering Upwey Train Station

Situated in the scenic county of Dorset, Upwey Train Station is a hub that connects commuters and travelers to numerous destinations. Though it might not boast extensive amenities, this station is a stepping stone on your journey. Whether you're embarking on a leisurely trip to the historic town of Dorchester or adventuring to London's bustling streets, Upwey is the starting point of new experiences.

Facilities and Accessibility at Upwey Station

Upwey Train Station provides essential facilities for travelers, with ticket machines readily available for collecting pre-purchased tickets. For those with mobility issues, it's worth noting that step-free access is available on Platform 1, while Platform 2 can be reached by steps. If assistance is needed, the Guard on the train is there to lend a hand, making it accessible to all, albeit with a few limitations like the absence of accessible toilets and a waiting room.

While you won't find shops, ATMs, or refreshment services within the station, there's free parking for up to 32 vehicles, including complimentary spots for Blue Badge holders. Safety is prioritized with CCTV coverage, even though the car park lacks it.

Onward Travel and Public Transport Connectivity

Efficient onward travel options form a critical part of Upwey's offerings. For those planning to continue their journey by bus, Jestys Avenue and Littlemoor Road host bus stops for convenient transfers. If you're looking to plan your bus journey, detailed information can be found here.

While taxi services and car hire aren't directly available at the station, exploring these options in nearby areas can complete your travel plans. Be sure to arrange for alternative transport if needed, as Upwey serves as a gateway to countless destinations.

Exciting Destinations from Upwey

Whether you're commuting for work or seeking an adventure, Upwey Train Station's connections allow for exciting travel possibilities. From the golden beaches at Bournemouth, reachable via the [Trains from Upwey to Bournemouth](https://www.southwesternrailway.com/travel-information/plan-your-journey/journey-planner) route, to the historic beauty of Bath Spa, accessible through the [Trains from Upwey to Bath Spa](https://www.southwesternrailway.com/travel-information/plan-your-journey/journey-planner) journey, the station opens up a plethora of possibilities. For a taste of city life, the [Trains from Upwey to London Waterloo](https://www.southwesternrailway.com/travel-information/plan-your-journey/journey-planner) provides direct connectivity to one of the world's most famous cities.

The Charm and Potential of Upwey

In essence, while Upwey Train Station might initially appear modest, its charm lies in its potential for adventure. The facilities, though basic, cater efficiently to necessary needs, ensuring you begin your journey comfortably. Whether you're setting off on a short commute or a long-haul exploration, Upwey can be the platform from which you spring.

If you're planning your next journey or looking to book tickets, South Western Railway offers easy access and flexibility tailored to your travel requirements. Embark on your next adventure with Upwey as your starting point, and see where the railway lines lead you. Don't wait too long—your next adventure and ticket could just be a click away.

Looking for more inspiration?

Popular places to travel by train from Chepstow