There are 5 ways to get from Winchester to Chepstow by train, bus, 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 Readingtrain Bournemouth - Manchester Piccadilly / ...
- Take the train from Reading to Newport (S Wales)train London Paddington - Swansea / ...
2h 55m£60–109Drive 83.6 mi
cheapest- Drive from Winchester to Chepstowcar 83.6 mi
1h 49m£21–30Bus
- Take the bus from Worthy Lane Coach Park to Sophia Gardensbus Cp3
- Take the bus from Sophia Gardens to Chepstow Bus Station Stand 2bus 507 / ...
4h 55m£24–42Train, bus
- Take the train from Southampton Central to Bristol Temple Meadstrain Portsmouth Harbour - Cardiff Central / ...
- Take the bus from Bus Station to Chepstow Bus Station 4bus T7
4h 31mTrain, bus via Bath
- Take the train from Southampton Central to Bath Spatrain
- Take the bus from Bus Station to Bus Stationbus X39 / ...
- Take the bus from Bus Station to Chepstow Bus Station 4bus T7
5h 48m
Winchester to Chepstow by train
Comparing Your Travel Options
The cheapest way to get from Winchester to Chepstow is to drive which costs £20 - £30 and takes 1h 49m.
The fastest way to get from Winchester to Chepstow is to drive which takes 1h 49m and costs £20 - £30.
No, there is no direct bus from Winchester to Chepstow station. However, there are services departing from Worthy Lane Coach Park and arriving at Chepstow Bus Station Stand 2 via Sophia Gardens. The journey, including transfers, takes approximately 4h 55m.
No, there is no direct train from Winchester to Chepstow. However, there are services departing from Winchester and arriving at Chepstow via Reading and Newport (S Wales). The journey, including transfers, takes approximately 2h 55m.
The distance between Winchester and Chepstow is 149 miles. The road distance is 84.1 miles.
The best way to get from Winchester to Chepstow without a car is to train which takes 2h 55m and costs £60 - £110.
It takes approximately 2h 55m to get from Winchester to Chepstow, including transfers.
Winchester to Chepstow bus services, operated by National Express, depart from Worthy Lane Coach Park station.
Winchester to Chepstow train services, operated by Cross Country, depart from Winchester station.
The best way to get from Winchester to Chepstow is to train which takes 2h 55m and costs £60 - £110. Alternatively, you can bus, which costs £23 - £45 and takes 4h 55m.
What companies run services between Winchester, England and Chepstow, Wales?
You can take a train from Winchester to Chepstow via Reading and Newport (S Wales) in around 2h 55m. Alternatively, you can take a bus from Worthy Lane Coach Park to Chepstow Bus Station Stand 2 via Sophia Gardens in around 4h 55m.
- Phone
- +44 3447 369 123
- [email protected]
- Website
- Cross Country
Train from Winchester to Reading
- Ave. Duration
- 33 min
- Frequency
- Hourly
- Estimated price
- £15–23
- Website
- Cross Country
- Phone
- +44 (0)345 7000 125
- [email protected]
- Website
- Great Western Railway (GWR)
Train from Reading to Newport (S Wales)
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- £40–75
- Website
- Great Western Railway (GWR)
Train from Southampton Central to Bristol Temple Meads
- Ave. Duration
- 1h 42m
- Frequency
- Hourly
- Estimated price
- £30–60
- Website
- Great Western Railway (GWR)
Train from Southampton Central to Bath Spa
- Ave. Duration
- 1h 27m
- Frequency
- Hourly
- Estimated price
- £27–50
- Website
- Great Western Railway (GWR)
- Phone
- +44 (0)3717 81 81 81
- Website
- National Express
Bus from Worthy Lane Coach Park to Sophia Gardens
- Ave. Duration
- 3h 5m
- Frequency
- Twice a week
- Estimated price
- £19–35
- Website
- National Express
Bus from Sophia Gardens to Chepstow Bus Station Stand 2
- Ave. Duration
- 50 min
- Frequency
- Every 4 hours
- Estimated price
- £4–9
- Website
- National Express
- Phone
- +44 1633 263600
- [email protected]
- Website
- Newport Bus
Bus from Bus Station to Chepstow Bus Station 4
- Ave. Duration
- 57 min
- Frequency
- Hourly
- Website
- Newport Bus
Bus from Bus Station to Chepstow Bus Station 4
- Ave. Duration
- 57 min
- Frequency
- Hourly
- Website
- Newport Bus
- Phone
- +44 345 646 0707
- Website
- First Bristol, Bath & the West
Bus from Bus Station to Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Every 5 minutes
- Estimated price
- £2–3
- Website
- First Bristol, Bath & the West
Want to know more about travelling around United Kingdom
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the UK: What do I need to know?
Read the travel guide
Booking & Getting There
Winchester to Chepstow bus services, operated by National Express, arrive at Sophia Gardens station.
Winchester to Chepstow train services, operated by Cross Country, arrive at Reading station.
Yes, the driving distance between Winchester to Chepstow is 84 miles. It takes approximately 1h 49m to drive from Winchester to Chepstow.
Book your Winchester to Chepstow train tickets online with Omio.
Book your Winchester to Chepstow bus tickets online with Omio.
There are 1895+ hotels available in Chepstow.

















