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Trains from Oakham to
Winchester

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Oakham to Winchester by train

Planning a train journey from Oakham to Winchester? The trip usually takes about 4hrs 27 mins, covering approximately 113 miles (183 kilometres). With roughly 15 trains operating daily, you have plenty of options to suit your schedule. Booking your tickets ahead of time can snag you fares as low as £21.50, offering an economical choice for savvy travelers.

Oakham to Winchester Key Stats

Arrival Station

Winchester

Departure Station

Oakham

Frequency

15trains
per day

Journey Time

from3hrs 49 mins

Changes

1-2no direct
trains

First Train / Last Train

06:37 / 23:44

Distance

113miles
(183 km)

3 Routes

2 Train Operators

Prices

from£21.50

Travelling from Oakham to Winchester by Train

Jump on a Train from Oakham to Winchester – It's Quicker Than You Expect!

Considering a train trip from Oakham to Winchester? You’re in the right place, and the journey is faster than you might think!

Typically, the trip takes about 4hrs 27 mins. If you're rushing or eager to reach Oakham, the quickest trains can get you there in just 3hrs 49 mins. With approximately 15 trains operating daily, you have plenty of options. This picturesque 113-mile (183 km) route usually requires just one change, with West Midlands Trains, CrossCountry providing comfortable seating and ample luggage space – because being cramped isn't anyone's idea of fun!

The best news? By booking early, you can find tickets starting at just £21.50, a significant saving compared to last-minute purchases. To save even more, consider traveling during Off-Peak hours or using a Railcard to keep your expenses down.

Ready to grab those low-cost tickets? Use our Journey Planner to find the latest discounts and keep your budget happy. Explore more travel tips below or check our timetable for current train schedules. All aboard to Winchester!

Journey Details

Frequently asked questions about journeys between Oakham and Winchester

Curious about your trip from Oakham to Winchester? 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 Oakham and Winchester by train?

The travel time between Oakham and Winchester by train varies depending on the type of train and the route, but the average journey time is 4hrs 27 mins & the fastest journey takes 3hrs 49 mins.

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

The fastest journey time by train from Oakham to Winchester is 3hrs 49 mins.

How much does the train from Oakham to Winchester cost?

Train ticket prices from Oakham to Winchester can start from as little as £21.50 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 Oakham and Winchester?

The departure and arrival times for trains between Oakham and Winchester 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 06:37, and the last train of the day leaves at 23:44.

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

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

What amenities are available on trains between Oakham and Winchester?

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

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

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

No, unfortunately there are no direct trains between Oakham & Winchester. However, there are 15 possible journeys which require a change.

What train companies run services from Oakham to Winchester?

West Midlands Trains and CrossCountry are the main train operating companies running services between Oakham and Winchester.

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

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

When are Oakham to Winchester Train Times?

Check out the upcoming trains from Oakham to Winchester on Wednesday 11th June 2025, with our handy timetable below.

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

Wednesday 11th June
DepartsArrivesChangesVia StationsDurationOperator
12:21 Oakham16:27 Winchester1 changeBirmingham New Street
4 hrs 6 mins Get Tickets
13:21 Oakham17:26 Winchester1 changeBirmingham New Street
4 hrs 5 mins Get Tickets
14:21 Oakham18:26 Winchester1 changeBirmingham New Street
4 hrs 5 mins Get Tickets
15:21 Oakham19:26 Winchester1 changeBirmingham New Street
4 hrs 5 mins Get Tickets
16:21 Oakham20:26 Winchester1 changeBirmingham New Street
4 hrs 5 mins Get Tickets
17:21 Oakham21:27 Winchester1 changeBirmingham New Street
4 hrs 6 mins Get Tickets
18:21 Oakham22:26 Winchester1 changeBirmingham New Street
4 hrs 5 mins Get Tickets
19:21 Oakham23:27 Winchester1 changeBirmingham New Street
4 hrs 6 mins Get Tickets
22:27 Oakham08:26 Winchester2 changesBirmingham New Street
Birmingham International
9 hrs 59 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Oakham to Winchester 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 Oakham to Winchester start from as little as £21.50

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 Oakham to Winchester start from £109.70 one way, or £114.00 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 Oakham to Winchester are available for £124.30 one way, or £248.50 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 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!

Everything you need to know about Winchester Station

Welcome to Winchester Train Station

Exploring the charming city of Winchester by train brings an enjoyable experience, made even better by the excellent facilities at Winchester train station. Known for its historical significance and stunning architecture, Winchester is easily accessible for both residents and tourists via its well-connected rail station. If you're planning a trip—or simply passing through—you'll find a comprehensive network of facilities designed to make your travel smoother and more enjoyable. Let’s take a closer look at what Winchester train station has to offer.

Facilities and Amenities

Winchester train station is equipped with various amenities to ensure your journey is as comfortable as possible. Buying tickets is a breeze with the ticket office open from early morning to late evening, seven days a week. If you've pre-booked your tickets online, you can easily collect them from one of the accessible ticket machines on site. Benefit from the option to use smartcards, which are available for both issuance and validation at the station.

For passengers requiring assistance, staff help is readily available throughout operational hours. The station provides step-free access to all platforms, accommodating those with mobility impairments. There's also a heated waiting room on platform 2 complete with seating that aligns with the Code of Practice, making waits much more pleasant.

When hunger strikes, enjoy a cup of coffee or a quick snack at one of the onsite refreshment facilities like Costa Coffee or the Pumpkin Café. Plus, those who prefer cycling can take advantage of the secure cycle hub available at the station, which provides a large number of spaces and round-the-clock access.

Onward Travel Options

Continuing your journey beyond Winchester is straightforward with numerous transport links at your disposal. Whether you need a bus or a taxi, the station's connectivity ensures ease of travel. Rail replacement services are accessible from the Station Hill Bus Stop, and detailed bus travel information is available online, ensuring you're well-prepared for the next leg of your trip.

Exploring Popular Destinations

With regular train services, reaching popular destinations from Winchester is simple and convenient. You might catch a train to London Waterloo for a day in the capital, or head to the south coast with services to Southampton Central. For a short trip, consider hopping over to Eastleigh or if you're jetting off somewhere, Southampton Airport Parkway is just a short ride away.

Fancy a beach excursion? Trains to Bournemouth are your ticket to summer fun. If reading and culture are calling, Reading offers a substantial array of activities just a train journey away.

Your Journey Awaits

The essence of Winchester is woven into every aspect of its train station, providing a perfect gateway to adventure or a pleasant pit-stop en route to your destination. Whether stepping off the train to explore this historic city or continuing your journey to distant places, Winchester station is set up to meet your travel needs efficiently and comfortably. Next time you find yourself planning a trip through Hampshire, be sure to include a stop at Winchester Train Station—your journey awaits!

Looking for more inspiration?

Popular places to travel by train from Oakham