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Trains from Chepstow to
Oakham

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Chepstow to Oakham by train

A train trip from Chepstow to Oakham takes about 4hrs 20 mins on average, covering roughly 108 miles (175 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 £32.10, making it a budget-friendly option for those who plan ahead.

Chepstow to Oakham Key Stats

Arrival Station

Oakham

Departure Station

Chepstow

Frequency

14trains
per day

Journey Time

from3hrs 54 mins

Changes

1-2no direct
trains

First Train / Last Train

07:15 / 00:06

Distance

108miles
(175 km)

3 Routes

3 Train Operators

Prices

from£32.10

Travelling from Chepstow to Oakham by Train

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

Planning to travel from Chepstow to Oakham 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 20 mins. But if you’re in a hurry (or just really eager to get to Oakham), the fastest trains can whisk you there in just 3hrs 54 mins. With roughly 14 trains running every day, you're spoiled for choice. This scenic 108-mile (175 km) journey usually requires just one change. You’ll be in the good hands of East Midlands Railway, Transport for Wales, CrossCountry, 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 £32.10 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 Oakham!

Journey Details

Frequently asked questions about journeys between Chepstow and Oakham

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

The travel time between Chepstow and Oakham by train varies depending on the type of train and the route, but the average journey time is 4hrs 20 mins & the fastest journey takes 3hrs 54 mins.

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

The fastest journey time by train from Chepstow to Oakham is 3hrs 54 mins.

How much does the train from Chepstow to Oakham cost?

Train ticket prices from Chepstow to Oakham can start from as little as £32.10 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 Oakham?

The departure and arrival times for trains between Chepstow and Oakham 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 07:15, and the last train of the day leaves at 00:06.

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

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

What amenities are available on trains between Chepstow and Oakham?

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

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

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

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

What train companies run services from Chepstow to Oakham?

East Midlands Railway, Transport for Wales and CrossCountry are the main train operating companies running services between Chepstow and Oakham.

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

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

When are Chepstow to Oakham Train Times?

Check out the upcoming trains from Chepstow to Oakham 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
12:17 Chepstow15:39 Oakham1 changeBirmingham New Street
3 hrs 22 mins Get Tickets
13:16 Chepstow16:39 Oakham1 changeBirmingham New Street
3 hrs 23 mins Get Tickets
13:45 Chepstow17:41 Oakham2 changesGloucester
Birmingham New Street
3 hrs 56 mins Get Tickets
15:17 Chepstow18:45 Oakham1 changeBirmingham New Street
3 hrs 28 mins Get Tickets
16:16 Chepstow19:44 Oakham1 changeBirmingham New Street
3 hrs 28 mins Get Tickets
16:48 Chepstow20:43 Oakham2 changesGloucester
Birmingham New Street
3 hrs 55 mins Get Tickets
18:16 Chepstow21:46 Oakham1 changeBirmingham New Street
3 hrs 30 mins Get Tickets
20:25 Chepstow05:50 Oakham1 changeNottingham
9 hrs 25 mins Get Tickets
22:21 Chepstow06:42 Oakham1 changeBirmingham New Street
8 hrs 21 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Chepstow to Oakham 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 Oakham start from as little as £32.10

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 Oakham start from £76.40 one way, or £77.50 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 Oakham are available for £107.10 one way, or £126.50 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 Oakham Station

Discover Oakham Train Station

Oakham Train Station, situated in the picturesque town of Oakham in Rutland, is a charming gateway for travellers exploring the heart of England. This station, run by East Midlands Railway, is a key stop on the line that connects different parts of the country. Despite being relatively small and lacking some modern needs like ATMs or refreshment facilities, it serves as a functional hub for visitors and locals alike.

Facilities and Tickets

At Oakham station, ticket purchases can be made at the ticket office from Monday to Saturday, though you may want to grab your tickets during early station hours. There's no ticket machine on-site, but if you've pre-purchased your tickets online, you can collect them at the ticket office. It’s important to note that there are no smartcards issued here, although smartcard validators are available. An induction loop adds to the convenience for travellers who have hearing impairments.

Accessibility Considerations

While the station has some step-free access, it's categorized as a 'Category B' station, meaning mobility-impaired passengers might face challenges. Detailed step-free access can be found for the Peterborough-bound platform, but access between platforms is limited. No accessible toilets or waiting rooms are available at Oakham, and passengers may want to plan for possible assistance requirements before embarking on their journey.

Forgotten Items?

If you’ve left something behind during your travels, the EMR lost property office in Nottingham might come to your rescue, with found items stored for a significant period. Convenient CCTV covers both the station and its bicycle storage area, adding peace of mind.

Transport Links

Travelers disembarking at Oakham can access various onward travel links. If you require a taxi, local services such as A Line or Berridge provide transport to your next destination. Convenient bus links are accessible for a seamless journey to surrounding areas, ensuring you can easily navigate the town and its beautiful countryside.

Popular Routes from Oakham

Oakham connects to numerous exciting destinations. Many passengers enjoy trips from Oakham to Leicester, London Kings Cross, or Stamford. Heading further afield, you might find yourself exploring cultural beats in Birmingham or the historic heart of York. For those headed to bigger cities or airports, there are also trains to Nottingham or Stansted Airport.

Final Thoughts

Oakham Train Station offers a quaint yet functional stepping stone to some of the UK's most-visited locales. Whether you're traveling for business or pleasure, the journey often starts with this serene station. Don't miss your chance to explore all that Oakham and its connecting destinations have to offer. Book your tickets now, and embark on a voyage that enriches both mind and soul. Safe travels await!

Looking for more inspiration?

Popular places to travel by train from Chepstow