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Winchester to Middlesbrough train timetable
Travelling from Winchester to Middlesbrough, the fastest train takes 4 hours 55 minutes with an average travel time of 5 hours 18 minutes. 50 trains are running daily, with the first departing at 05:19 and the last at 23:44. Stay updated with live train status, times, delays, and cancellations on TrainPal.
| Departs | Arrives | Operator | ||
|---|---|---|---|---|
05:19 Winchester | 5 hours 17 minutes, 2 change | 10:36 Middlesbrough | South Western Railway | Find tickets |
05:31 Winchester | 5 hours 57 minutes, 3 change | 11:28 Middlesbrough | CrossCountry | Find tickets |
06:18 Winchester | 5 hours 18 minutes, 2 change | 11:36 Middlesbrough | South Western Railway | Find tickets |
06:33 Winchester | 5 hours 3 minutes, 3 change | 11:36 Middlesbrough | CrossCountry | Find tickets |
06:55 Winchester | 5 hours 34 minutes, 2 change | 12:29 Middlesbrough | South Western Railway | Find tickets |
Winchester to Middlesbrough train tickets and times
Plan your journey from Winchester to Middlesbrough with ease. Explore the first and last train times, departure and arrival stations, distance, journey time, and price options to make the most of your trip.
Winchester to Middlesbrough train travel guide
Travelling by train from Winchester to Middlesbrough is efficient and offers a scenic and comfortable experience. With frequent departures from Winchester, you can reach Middlesbrough in just 4 hours 55 minutes, making it one of the fastest and most convenient ways to travel between these two places.

Planning and booking
How much does it cost for a train from Winchester to Middlesbrough?
The average fare from Winchester to Middlesbrough is approximately €64.14, but the final price fluctuates. The actual cost depends on your travel dates, how far in advance you book, and your ticket's flexibility. To see the current price for your journey, please search with your specific dates.
What is the best way to travel from Winchester to Middlesbrough by train?
What is the fastest train from Winchester to Middlesbrough?
The quickest train journey from Winchester to Middlesbrough takes 4 hours 55 minutes . Utilise our Train Journey Planner to locate direct trains, minimise transfers, and compare travel times across various routes. Discover the most efficient way to travel with fewer stops for a smooth and seamless journey.
Are there direct trains from Winchester to Middlesbrough?
No, you will need to transfer when travelling from Winchester to Middlesbrough. TrainPal Train Journey Planner will assist you in finding the best train route. Enter the origin or destination places and other relevant details, then click "Search" to find the most suitable route.
Is it worth taking a train from Winchester to Middlesbrough?
Yes, the train is a highly practical choice. Compared to driving, it is more eco-friendly and avoids the stress of traffic and parking. Compared to coaches, it offers more comfort, space, and scheduling flexibility. Furthermore, its ability to drop you off in the heart of the city makes it an exceptionally convenient option for most journeys.
How far in advance can I book my train ticket?
You can book UK train tickets as far as 12 weeks ahead of your travel date. This is the key period when train operators release their cheapest Advance tickets. Therefore, to ensure you get the best possible fare, we recommend purchasing your tickets as soon as they become available.

Check timetables and during the journey
Are Winchester to Middlesbrough trains punctual, and how can I check real-time information?
While Winchester to Middlesbrough trains are usually on time, delays or disruptions may occur due to weather, strikes, and other factors. Finding a train timetable for your trip from Winchester to Middlesbrough is easy with Train Journey Planner. Simply enter your departure and arrival stations to get a detailed schedule of available trains. Input your travel details to discover the best routes, connections, and train times.
How early should I arrive for a train in the UK?
It’s recommended to reach the train station 15-20 minutes before your train is set to leave. This gives you sufficient time to locate your platform, particularly in larger stations. Arriving early is also beneficial if you need to collect tickets or find your way around an unfamiliar station, helping to minimise any potential stress.
Do Winchester to Middlesbrough trains offer Wi-Fi and other facilities?
Yes, most trains on the Winchester to Middlesbrough route offer amenities like Wi-Fi, food services, and various seating options. Additional facilities may include power sockets, accessibility features, and luggage storage. Check the specific amenities offered by the train operator when booking, as these can vary.
How do I transfer between train stations in the UK?
Make use of our Train Journey Planner for detailed transfer information, ensuring your journey is smooth and efficient, saving you valuable time and effort, and allowing you to rest completely for your travels.
What is the difference between Standard and First Class?
While Standard Class offers a good travel experience, First Class provides an upgrade in comfort and service. This typically includes enhanced amenities like complimentary food and drinks, though the specific offerings depend on the train operator.

Other things you might be interested
Are there discounts for students or seniors on UK train tickets?
Can UK train tickets be refunded or changed?
How do I check train delays and cancellations in the UK?
Checking train delays and cancellations in the UK is simple. Utilise the TrainPal mobile app for real-time information. We offer live updates, including live train status and notifications of any train strikes.
Which train companies operate the Winchester to Middlesbrough route?
The train from Winchester to Middlesbrough is operated by CrossCountry. To see which operator runs a specific service, the easiest way to identify it is to use the search bar on this page. The name of the train company will be clearly displayed next to each journey option in the search results.
Essential onboard rules and facilities
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Luggage
Your free luggage allowance includes up to three items per passenger, covering standard bags like suitcases, backpacks, and other similarly-sized items.
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Bicycle
Bike reservations are mandatory and free for most train journeys, but space is limited. Standard bicycles and folding bikes are generally allowed. Some operators also permit tandems and e-bikes. Please note that e-scooters, motorcycles, tricycles, and bicycle trailers are not permitted. We strongly recommend checking the specific cycle policy on your train operator's website before you travel.
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Children
Children under 5 typically travel for free. A 50% discount applies to children aged 5 to 15. Additionally, those aged 16 and 17 are eligible for a 50% discount with a 16-17 Saver Railcard.
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Pets
Each passenger can travel with up to 2 pets for free. Throughout the journey, dogs must be on a lead, and any other pets must remain in their carrier. Animals are not permitted on seats or in restaurant carriages.
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Passenger assistance
Passengers with disabilities or additional needs can arrange assistance with their train operator, if required. To ensure support is available for your journey, this service should be booked in advance.
How to buy cheap Winchester to Middlesbrough train tickets

Cheaper train tickets for less busy times. Combine with Advance fares for the best deals.
Compensation and refunds

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* Prices are dynamic and subject to change. Ticket prices vary based on time of day, route, and class. This pricing does not apply to discounted Split tickets and Railcards.





















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