- Recommended
Winchester City Museum
Museum on the city’s Roman and Saxon roots, with the Winchester Model and finds that explain how the settlement developed.
The best way to find a cheap train ticket from Cheltenham to Winchester is to book your journey as far in advance as possible and to avoid travelling at rush hour.
The average ticket from Cheltenham to Winchester will cost around £98 if you buy it on the day, but you can find cheap train tickets today for only £98.
To travel from Cheltenham to Winchester you need to make at least one change.
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
.png)
|
| ||||||||||||
Take a train from Cheltenham to Winchester and enjoy the approximately 107 km long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest train runs at 05:26, the last at 21:23.
Distance 107 km |
First train 5:26 |
Last train 21:23 |
High Season Jul - Sept |
Low Season Apr - Jun |
Best time to book 35 days |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Cheltenham to Winchester.
The table below shows live departures for Cheltenham to Winchester trains for tomorrow, Tuesday 3 November. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
![]() | 5:53 Cheltenham | 2h32 | 8:25 Winchester | 1 change | |
![]() | 6:48 Cheltenham | 2h37 | 9:25 Winchester | 1 change | |
![]() | 7:55 Cheltenham | 2h30 | 10:25 Winchester | 1 change | |
![]() | 9:03 Cheltenham | 2h22 | 11:25 Winchester | 1 change | |
![]() | 10:03 Cheltenham | 2h23 | 12:26 Winchester | 1 change | |
![]() | 11:03 Cheltenham | 2h22 | 13:25 Winchester | 1 change | |
![]() | 12:03 Cheltenham | 2h22 | 14:25 Winchester | 1 change | |
![]() | 13:03 Cheltenham | 2h22 | 15:25 Winchester | 1 change | |
![]() | 14:03 Cheltenham | 2h24 | 16:27 Winchester | 1 change | |
![]() | 15:03 Cheltenham | 2h22 | 17:25 Winchester | 1 change | |
![]() | 16:03 Cheltenham | 2h22 | 18:25 Winchester | 1 change | |
![]() | 17:03 Cheltenham | 2h23 | 19:26 Winchester | 1 change | |
![]() | 18:03 Cheltenham | 2h22 | 20:25 Winchester | 1 change | |
![]() | 19:02 Cheltenham | 2h25 | 21:27 Winchester | 1 change | |
![]() | 20:02 Cheltenham | 2h23 | 22:25 Winchester | 1 change | |
![]() | 21:02 Cheltenham | 2h24 | 23:26 Winchester | 1 change | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Discover the best of Winchester — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Winchester trip today.
Museum on the city’s Roman and Saxon roots, with the Winchester Model and finds that explain how the settlement developed.
Museum dedicated to Gurkha service, with compelling objects and stories that connect Nepalese soldiers to British military history.
Regimental museum tracing military life through uniforms, medals and personal stories in the Peninsula Barracks complex.
Broad grassy water meadows south of the centre, popular for peaceful walks, wildlife and classic views back towards the cathedral.
Historic shopping street lined with period buildings, independent shops and city landmarks. Ideal for strolling through central Winchester.
Riverside green space by the Itchen with seats, lawns and paths. A relaxing local favourite close to the city centre.
A traditional Hampshire sausage made with pork and herbs, long linked with Winchester and nearby Alresford. A classic pub and breakfast staple in the area.
A soft-rinded cow’s milk cheese made in Hampshire. It is a noted local speciality, prized for its rich, creamy texture and regional dairy tradition.
A regional hard cheese from nearby villages in Hampshire, traditionally made with cow’s milk. It reflects the county’s long-established farmhouse cheese-making heritage.
Refined modern British dining in an elegant central setting, known for tasting menus and carefully sourced seasonal ingredients.
Casual modern venue focused on fresh sourdough pizza, sharing plates and drinks, popular for an easy meal in the city centre.
A popular traditional pub near the cathedral serving British favourites, local ales and hearty meals in a historic, relaxed atmosphere.
Moderate for southern England. Hotels can be pricey in peak periods, but dining and local buses are manageable for most city-break budgets.
Restaurants: 10-12.5% if service is not included. Cafés: optional small change. Taxis: round up or add about 10% for good service.
Official public transport app
Winchester railway station -> The Broadway, Winchester
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Winchester.
Find answers to the most common questions about traveling from Cheltenham to Winchester by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Winchester, this guide helps you travel smarter and with confidence.

Most Cheltenham to Winchester trains use the Cheltenham Spa to Winchester station pair. Use this guide to compare Cheltenham and Winchester train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Cheltenham Spa is 1 km from Cheltenham city centre. Public transport options include:
Cheltenham Spa has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Information Desk and Luggage Carts.
Food options include: The Railway Inn, The Coconut Tree
Free. ATMs are available in the train station.
Ticket office support is available at Cheltenham Spa. Information desks are located near the main entrance.
Luggage storage is available at Cheltenham Spa. Lost and found is available at the station.
Available at Cheltenham Spa: Parking, Taxis, WC.
Available at Cheltenham Spa: Bike Parking.
Accessibility facilities are available at Cheltenham Spa: Elevators, ramps.
Nearby hotels include Queens Hotel Cheltenham, DoubleTree by Hilton Hotel Cheltenham, Hotel du Vin & Bistro Cheltenham.
Winchester has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental and Information Desk.
Food and drink options are available at Winchester.
Wi-Fi is available at Winchester. ATMs are available at Winchester.
Ticket office support is available at Winchester. Information desks are information available from staff: Yes - from help point, Helpline Contact: 0800 5282100.
Lost and found is available at the station.
Available at Winchester: Parking, Taxis, WC.
Available at Winchester: Bike Parking, Car Rental.
Accessibility facilities are available at Winchester: Staff help available: Yes, Step free access coverage: Yes, Step free access note: Step-free category B1 Station. Step-free access to all platforms - may include long or steep ramps. Access between platforms may be via the street. This station has step-free access to all platforms. Access to Platform 1 (for trains towards London and Reading) is via ramp (1:18, 25m) from car park, drop-off etc. Access to Platform 2 (for trains towards Southampton and Portsmouth) is step-free from forecourt (NB forecourt slopes away at 1:10). Platform 2 night gate has short 1:8 ramp. Access between platforms is via footbridge with lifts (available 24 hours), through subway (stepped) or via the street (745m, some narrow pavements and steep gradients), Accessible ticket machines: There are accessible ticket machines at this station, Accessible ticket machines note: All South Western Railway ticket machines are able to sell tickets with Disabled Persons Railcard discounts. All machines are accessible, however the station may not be so please check the station access note for further details, Accessible toilets: Yes, Ramp for train access: Yes, Wheelchairs available: Yes, Impaired mobility set down / pick up points available: No.
Check train stations information for Cheltenham and Winchester, including where trains depart and arrive on this route.
Here are some other resources that might have the information you need