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Trains from Cupar to
Winchester

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Cupar to Winchester by train

A train trip from Cupar to Winchester takes about 10hrs 55 mins on average, covering roughly 369 miles (594 kilometres). With around 6 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 £61.50, making it a budget-friendly option for those who plan ahead.

Cupar to Winchester Key Stats

Arrival Station

Winchester

Departure Station

Cupar

Frequency

6trains
per day

Journey Time

from8hrs 33 mins

Changes

2-2no direct
trains

First Train / Last Train

07:35 / 00:21

Distance

369miles
(594 km)

3 Routes

4 Train Operators

Prices

from£61.50

Travelling from Cupar to Winchester by Train

Hop on a Train from Cupar to Winchester – It’s Faster Than You Think!

Planning to travel from Cupar to Winchester 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 10hrs 55 mins. But if you’re in a hurry (or just really eager to get to Winchester), the fastest trains can whisk you there in just 8hrs 33 mins. With roughly 6 trains running every day, you're spoiled for choice. This scenic 369-mile (594 km) journey usually requires just one change. You’ll be in the good hands of Avanti West Coast, ScotRail, CrossCountry, First TransPennine Express, 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 £61.50 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 Winchester!

Journey Details

Frequently asked questions about journeys between Cupar and Winchester

Curious about your trip from Cupar 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 Cupar and Winchester by train?

The travel time between Cupar and Winchester by train varies depending on the type of train and the route, but the average journey time is 10hrs 55 mins & the fastest journey takes 8hrs 33 mins.

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

The fastest journey time by train from Cupar to Winchester is 8hrs 33 mins.

How much does the train from Cupar to Winchester cost?

Train ticket prices from Cupar to Winchester can start from as little as £61.50 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 Cupar and Winchester?

The departure and arrival times for trains between Cupar and Winchester vary depending on the day of the week and the type of train. Generally, there are around 6 departures and arrivals throughout the day. The first departure is 07:35, and the last train of the day leaves at 00:21.

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

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

What amenities are available on trains between Cupar and Winchester?

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

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

By booking your tickets on traintickets.com! There are many ways to save on the cost of train travel between Cupar 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 Cupar to Winchester?

No, unfortunately there are no direct trains between Cupar & Winchester. However, there are 6 possible journeys which require a change.

What train companies run services from Cupar to Winchester?

Avanti West Coast, ScotRail, CrossCountry and First TransPennine Express are the main train operating companies running services between Cupar and Winchester.

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

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

When are Cupar to Winchester Train Times?

Check out the upcoming trains from Cupar to Winchester on Monday 9th June 2025, with our handy timetable below.

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

Monday 9th June
DepartsArrivesChangesVia StationsDurationOperator
13:38 Cupar22:26 Winchester2 changesEdinburgh
Birmingham New Street
8 hrs 48 mins Get Tickets
19:07 Cupar09:26 Winchester2 changesHaymarket
Manchester Piccadilly
14 hrs 19 mins Get Tickets
22:51 Cupar14:26 Winchester2 changesEdinburgh
Birmingham New Street
15 hrs 35 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Cupar 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 Cupar to Winchester start from as little as £61.50

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 Cupar to Winchester start from £111.00 one way, or £236.50 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 Cupar to Winchester are available for £216.60 one way, or £469.20 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 Cupar Station

Welcome to Cupar Train Station

Cupar railway station is the heart of this picturesque town in Fife, Scotland, offering a gateway to some of the most beautiful and historic locations in the region. Whether you’re a local heading out for business or a visitor exploring the stunning countryside, Cupar Station provides the convenience and comfort you need for your travels across the UK rail network.

Station Facilities and Accessibility

Cupar station is equipped with essential facilities to ensure a pleasant travel experience. The ticket office is open from early morning until late evening during weekdays, offering full-service ticket purchasing and assistance. For those who prefer self-service, ticket machines are located conveniently on platform 1 and are accessible throughout operational hours, allowing you to collect tickets purchased online with ease.

Accessibility is a key focus at Cupar station, featuring step-free access and ramps to aid boarding, particularly given the unique elevation of the platforms. However, the station does not have accessible toilets and lacks wheelchairs, so travelers requiring mobility assistance should plan accordingly. For personalized help, the staff is available during the station's operating hours, and customer help points are strategically located for your convenience.

Onward Travel Options

Getting from Cupar station to your final destination couldn’t be easier. There are bus services accessible from the station's car park, with a handy guide available through the What3Words app for precise pickup points. For those preferring more direct travel, taxis can be arranged at www.traintaxi.co.uk.

For bus connections, details can be found on Traveline Scotland or by calling their 24-hour helpline. These services ensure seamless integration of local travel options to help you continue your journey beyond the railways.

Exciting Destinations from Cupar

Cupar station is perfectly positioned for access to a variety of fantastic destinations. For city adventures, catch a train to vibrant hubs like Edinburgh, Glasgow, or even head south towards London Kings Cross. If you're in the mood for coastal charm, a trip to Leuchars (For St. Andrews) is just a short journey away, perfect for St. Andrews’ historic sites and beaches.

Additional nearby options include the quaint town of Perth and the bustling city of Dundee, offering an attractive mix of urban life and scenic beauty including museums, restaurants, and shopping.

Plan Your Journey

As you plan your journey from Cupar, keep in mind the wide array of options and facilities that make it an advantageous starting point for your travels. Remember to check the latest travel updates and ticket prices to make the most of your trip.

Beyond this, the station is well-equipped to attend to your needs, with accessible options and friendly staff ready to assist you every step of the way. With a plan in place and all travel arrangements considered, Cupar Train Station sets the stage for a smooth and delightful travel experience.

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 Cupar