There are 4 ways to get from Winchester to Skegness by train or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train
best- Take the train from Winchester to London Waterlootrain
- Take the train from King's Cross to Granthamtrain
- Take the train from Grantham to Skegnesstrain
5h 9m£72–142Drive 189.9 mi
cheapest- Drive from Winchester to Skegnesscar 189.9 mi
3h 36m£48–69Train via Peterborough
- Take the train from Winchester to London Waterlootrain
- Take the train from London Bridge to Peterboroughtrain
- Take the train from Peterborough to Sleafordtrain
- Take the train from Sleaford to Skegnesstrain
6h 34m£112–153Train #2
- Take the train from Winchester to Birmingham New Streettrain
- Take the train from Birmingham New Street to Nottinghamtrain
- Take the train from Nottingham to Skegnesstrain
6h 59m£117–180
Winchester to Skegness by train, subway, and foot
Comparing Your Travel Options
The cheapest way to get from Winchester to Skegness is to drive which costs £45 - £70 and takes 3h 36m.
The fastest way to get from Winchester to Skegness is to drive which takes 3h 36m and costs £45 - £70.
No, there is no direct train from Winchester to Skegness. However, there are services departing from Winchester and arriving at Skegness via Waterloo station, King's Cross and Grantham. The journey, including transfers, takes approximately 5h 9m.
The distance between Winchester and Skegness is 233 miles. The road distance is 191.1 miles.
The best way to get from Winchester to Skegness without a car is to train which takes 5h 9m and costs £70 - £150.
It takes approximately 5h 9m to get from Winchester to Skegness, including transfers.
Winchester to Skegness train services, operated by South Western Railway, depart from Winchester station.
Winchester to Skegness train services, operated by South Western Railway, arrive at London Waterloo station.
Yes, the driving distance between Winchester to Skegness is 191 miles. It takes approximately 3h 36m to drive from Winchester to Skegness.
Book your Winchester to Skegness train tickets online with Omio.
What companies run services between Winchester, England and Skegness, England?
You can take a train from Winchester to Skegness via London Waterloo Station, Waterloo station, Euston station, King's Cross, and Grantham in around 5h 9m.
- Phone
- 0345 6000 650
- Website
- South Western Railway
Train from Winchester to London Waterloo
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- £24–50
- Website
- South Western Railway
Train from Winchester to London Waterloo
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- £24–50
- Website
- South Western Railway
Train from King's Cross to Grantham
- Ave. Duration
- 1h 4m
- Frequency
- Every 30 minutes
- Estimated price
- £35–50
- Website
- London North Eastern Railway Limited (LNER)
- Phone
- +44 345 071 0222
- Website
- Hull Trains
Train from King's Cross to Grantham
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- £20–29
- Website
- Hull Trains
- Phone
- 03457 125 678
- Website
- East Midlands Railways
Train from Grantham to Skegness
- Ave. Duration
- 1h 25m
- Frequency
- Every 2 hours
- Estimated price
- £26–40
- Website
- East Midlands Railways
Train from Peterborough to Sleaford
- Ave. Duration
- 39 min
- Frequency
- Every 2 hours
- Estimated price
- £16–23
- Website
- East Midlands Railways
Train from Sleaford to Skegness
- Ave. Duration
- 59 min
- Frequency
- Hourly
- Estimated price
- £18–26
- Website
- East Midlands Railways
Train from Nottingham to Skegness
- Ave. Duration
- 2h 9m
- Frequency
- Hourly
- Estimated price
- £35–55
- Website
- East Midlands Railways
- Phone
- +44 (0)345 026 4700
- Website
- Thameslink
Train from London Bridge to Peterborough
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- £53
- Website
- Thameslink
- Phone
- +44 3447 369 123
- [email protected]
- Website
- Cross Country
Train from Winchester to Birmingham New Street
- Ave. Duration
- 2h 19m
- Frequency
- Hourly
- Estimated price
- £55–85
- Website
- Cross Country
Train from Birmingham New Street to Nottingham
- Ave. Duration
- 1h 13m
- Frequency
- Hourly
- Estimated price
- £24–40
- Website
- Cross Country
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Booking & Getting There
There are 1540+ hotels available in Skegness.




























