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Trains from Winchester to Skegness

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CrossCountry
East Midlands Railway

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Each fare is the lowest adult economy ticket fare found by our customers on Trainline. Fares booked further in advance than the dates displayed may be cheaper. Prices are updated daily, subject to change and indicative of price last update. Limited availability. Discount cards and coach journeys excluded, prices exclusive of booking fee.
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  3. Winchester to Skegness

Trains to Skegness from Winchester

It takes an average of 6h 26m to travel from Winchester to Skegness by train, over a distance of around 160 miles (257 km). There are normally 4 trains per day travelling from Winchester to Skegness and tickets for this journey start from £34.60 when you book in advance.

First train

04:17

Last train

23:25

Departure stationWinchester
Arrival stationSkegness
Journey time

From 4h 35m

Distance

160 miles (257 km)

Frequency

4 trains per day

Changes

3 changes

Price

From £34.60

Train operators

CrossCountry, East Midlands Railway, Great Western Railway, Hull Trains, London North Eastern Railway, South Western Railway, Southern

What are the train times from Winchester to Skegness?

Check out the next trains departing from Winchester to Skegness for Tuesday 13th October 2026 using our handy timetable below, including platform and live travel information. You can view the full day timetable or search for a different date here.
DepartsArrivesDuration
09:5414:555h 1m, 3 changes
10:1814:554h 37m, 4 changes
10:3216:596h 27m, 2 changes
10:5215:545h 2m, 3 changes
11:1815:544h 36m, 4 changes
11:3217:596h 27m, 2 changes
11:5316:595h 6m, 3 changes
12:3219:026h 30m, 2 changes
12:5517:595h 4m, 3 changes
13:3220:006h 28m, 2 changes

Travel by train from Winchester to Skegness

Looking to travel from Winchester to Skegness by train? You've come to the right place!

Generally, the train from Winchester to Skegness takes around 6 hours 26 minutes, but can take just 4 hours 35 minutes on the fastest services. There are up to 4 trains per day from Winchester to Skegness.

You'll need to make 3 changes along the way as there aren't any direct services on this line.

London North Eastern Railway, Great Western Railway, East Midlands Railway and South Western Railway trains operate on this route.

Book your ticket from £34.60 for this journey. Booking early is one of the most effective ways to save money.

Start your search for train tickets from Winchester to Skegness in our Journey Planner.

What do people frequently ask about the train journey from Winchester to Skegness?

Want to know more about your journey from Winchester to Skegness? We've compiled some of the most frequently asked questions by our customers to help you plan your journey.

How do I get from Winchester to Skegness?

You can travel from Winchester to Skegness by train in about 6 hours and 26 minutes. With around 4 trains running each day, taking the train is easy. Find out more in our Journey Planner.

How long is the train journey from Winchester to Skegness?

On average, the train journey from Winchester to Skegness takes around 6 hours and 26 minutes, with 4 trains per day. The duration may vary slightly depending on the specific train and any potential delays. Use our Journey Planner to check out more information.

How much is the train from Winchester to Skegness?

Train tickets from Winchester to Skegness start from as little as £34.60, depending on the time of booking, class of service and type of train. Booking in advance often results in cheaper prices.

What is the fastest train from Winchester to Skegness?

The fastest trains from Winchester to Skegness can cover the distance of 160 miles (257 km) in as little as 4 hours and 35 minutes.

How do I find cheap train tickets from Winchester to Skegness?

As most UK train companies increase their prices as the departure date approaches, our Trainline team of experts have put together these tips to help you find the cheapest tickets.

1. Book in advance

Train tickets from Winchester to Skegness start at £34.60§ one way for a Standard Class ticket if you book in advance. UK train companies usually release Advance tickets up to 12 weeks ahead of time, and these can be cheaper than tickets bought on the day of travel.

2. Sign up to Ticket Alert

If you're planning a trip more than 12 weeks ahead, sign up to our Ticket Alert to get notified when Advance tickets are released for your travel date.

3. Use a Railcard

National Railcards offer a 1/3 off eligible train tickets in the UK and can be a great investment if you travel throughout the year. Buy one with us and you'll be able to store it digitally in our app, so you'll always have it on your travels.

4. Book split tickets

Our handy feature SplitSave will 'split' your train journey into multiple tickets, which can be much cheaper than buying a single ticket. Find out more about split tickets.

5. Travel Off-Peak

If you can be flexible with your travel times, Off-Peak and Super Off-Peak tickets are usually cheaper in the UK. Generally, Off-Peak times are any time at weekends and outside of Monday to Friday morning and evening rush hours.

6. Consider a Season Ticket

Best for commuters, if you catch a train on the same route more than 3 times per week, you could save money with a Season Ticket. With annual, monthly, weekly and flexi options available, find out if a Season Ticket for Winchester to Skegness is right for you.

For more money-saving tips on UK and European train travel, read our cheap train tickets guide.

§Advance adult single fare. Excludes booking fee. Prices seen by Trainline customers in the last 30 days. Availability limited.
† Average savings on advance fares booked at least one week before day of travel vs Anytime fares purchased on day of travel. Subject to availability. Excludes coach.

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