- Recommended
Stanley Spencer Gallery
Gallery dedicated to Sir Stanley Spencer in Cookham, showing paintings, drawings and exhibitions linked to the artist and local area.
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The cheapest and fastest trains from Winchester to Maidenhead
Showing times, prices and bookable tickets for 31 Aug
Cheapest price on 31 Aug
£43
Average ticket price on 31 Aug
£50
Fastest journey on 31 Aug
51 m
Average journey duration on 31 Aug
51 m
Trains on 31 Aug
32
Distance
66 km
Cheap tickets
The best way to find a cheap train ticket from Winchester to Maidenhead is to book your journey as far in advance as possible and to avoid travelling at rush hour.
The average ticket from Winchester to Maidenhead will cost around £50 if you buy it on the day, but you can find cheap train tickets today for only £43.
Fast trains
To travel from Winchester to Maidenhead you need to make at least one change.
18:521h20Winchester20:12Maidenhead£431One-way2 changes- 19:521h20Winchester21:12Maidenhead£431One-way2 changes
- 6:551h11Winchester8:06Maidenhead£451One-way2 changes
- 8:551h16Winchester10:11Maidenhead£451One-way2 changes
- 10:521h19Winchester12:11Maidenhead£451One-way2 changes
8:110h51Winchester9:02Maidenhead£561One-way1 change- 9:330h51Winchester10:24Maidenhead£561One-way1 change
- 16:320h51Winchester17:23Maidenhead£561One-way1 change
- 11:320h52Winchester12:24Maidenhead£561One-way1 change
- 13:320h52Winchester14:24Maidenhead£561One-way1 change
Live departures
Winchester to Maidenhead train times
The table below shows live departures for Winchester to Maidenhead trains for tomorrow, Monday 31 August. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
| 6:55 Winchester | 1h11 | 8:06 Maidenhead | 2 changes | |
| 7:31 Winchester | 0h54 | 8:25 Maidenhead | 1 change | |
| 8:11 Winchester | 0h51 | 9:02 Maidenhead | 1 change | |
| 8:31 Winchester | 0h57 | 9:28 Maidenhead | 1 change | |
| 8:55 Winchester | 1h16 | 10:11 Maidenhead | 2 changes | |
| 9:33 Winchester | 0h51 | 10:24 Maidenhead | 1 change | |
| 10:32 Winchester | 0h54 | 11:26 Maidenhead | 1 change | |
| 10:52 Winchester | 1h19 | 12:11 Maidenhead | 2 changes | |
| 11:32 Winchester | 0h52 | 12:24 Maidenhead | 1 change | |
| 12:31 Winchester | 0h53 | 13:24 Maidenhead | 1 change | |
| 12:57 Winchester | 1h14 | 14:11 Maidenhead | 2 changes | |
| 13:32 Winchester | 0h52 | 14:24 Maidenhead | 1 change | |
| 14:31 Winchester | 0h53 | 15:24 Maidenhead | 1 change | |
| 14:52 Winchester | 1h19 | 16:11 Maidenhead | 2 changes | |
| 15:31 Winchester | 0h57 | 16:28 Maidenhead | 1 change | |
| 15:52 Winchester | 1h22 | 17:14 Maidenhead | 2 changes | |
| 16:32 Winchester | 0h51 | 17:23 Maidenhead | 1 change | |
| 16:52 Winchester | 1h19 | 18:11 Maidenhead | 2 changes | |
| 17:31 Winchester | 0h52 | 18:23 Maidenhead | 1 change | |
| 17:52 Winchester | 1h20 | 19:12 Maidenhead | 2 changes | |
Find all the dates and times for this journey
Compare prices and tickets Winchester to Maidenhead by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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31 Aug
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Why should you book Winchester to Maidenhead trains with Omio?
CrossCountry as well as Cross Country or South Western Railway offer trains services from Winchester to Maidenhead.
Omio is an official ticket reseller for all your travel options from Winchester to Maidenhead.
Why book with Omio vs CrossCountry?
- Compare with other providers: On Omio, you can not only buy tickets for CrossCountry, but also compare tickets for the likes of Cross Country or South Western Railway to find the best option for your trip from Winchester to Maidenhead.
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Why book with Omio over Wanderu?
- Compare with other providers: On Omio, you can also compare tickets for the likes of Cross Country or South Western Railway to find the best option for your trip from Winchester to Maidenhead.
Journey information
Overview: Train from Winchester to Maidenhead
United KingdomUnited Kingdom
Trains from Winchester to Maidenhead run on average 4 times per day, taking around 48m. Cheap train tickets for this journey start at £43 if you book in advance.
The earliest train runs at 04:07, the last at 23:24. The fastest train covers the 66 km distance in 51m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 66 km |
Average train duration 48m |
Cheapest ticket price £43 |
Trains per day 4 |
Fastest train 51m |
First train 4:07 |
Last train 23:24 |
Cheapest Month Sept |
Cheapest Day Mon |
High Season Jul - Sept |
Low Season Jan - Mar |
Busiest Day Tue |
Least Busy Day Tue |
Best time to book 14 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Train companies: CrossCountry, Cross Country, South Western Railway from Winchester to Maidenhead trainsCrossCountry, Cross Country, South Western Railway trains will get you between Winchester and Maidenhead from £43. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
CrossCountry
About
CrossCountry is a fast-speed train operator in the United Kingdom, offering both express and regional services across the country. Express services, such as the CrossCountry Voyager and XC Trains, provide quick and comfortable journeys with amenities like free Wi-Fi, power sockets, and a selection of snacks and drinks. Regional services, including the CrossCountry Regional and Regional Express, make more local stops for a leisurely trip. Ticket options include Standard Class and First Class, as well as Advance, Anytime, and Off-Peak fares to suit different budgets and schedules. Popular routes include London to Birmingham, Manchester to Edinburgh, and Bristol to Reading.
Luggage & cancellation policy
Average CrossCountry Duration
1h 9m
Cheapest CrossCountry Price
£25
CrossCountry frequency
4 a day
Luggage included
2 pieces of luggage included in ticket price
Luggage storage
Overhead racks and luggage storage areas at ends of carriages
Cancellation Policy
Refund policies vary by ticket type
Refund
Full refund provided for canceled services
Amenities on board the train
Wifi
Food sold onboard
Trolley service with drinks and snacks on some routes
Seat reservation
Seat reservations available for additional fee
Toilets
USB plugs
Accessibility
Wheelchair spaces and accessible toilets available
Pets
Small pets in carriers travel free, larger dogs require ticket
Quiet zone
South Western Railway
About
South Western Railway is a train operating company in the United Kingdom, providing services in the south and south-west of England. It operates a variety of train types, including high-speed trains, local stopping services, and suburban commuter trains. It also offers a range of ticket types, including Advance, Off-Peak, and Super Off-Peak tickets. Onboard facilities include free Wi-Fi, power sockets, and a range of food and drink options. The most popular routes for South Western Railway include London Waterloo to Portsmouth Harbour, London Waterloo to Weymouth, and London Waterloo to Bournemouth.
Luggage & cancellation policy
Average South Western Railway Duration
1h 4m
Cheapest South Western Railway Price
£43
South Western Railway frequency
11 a day
Luggage included
2 pieces of luggage included in ticket price
Luggage storage
Overhead racks and designated luggage areas at end of carriages
Cancellation Policy
Refund depends on ticket type and timing of cancellation
Refund
Full refund if train is cancelled by operator
Amenities on board the train
Wifi
Food sold onboard
Cafe bar service with hot and cold drinks, snacks, sandwiches
Seat reservation
Seat reservations available for a fee, free for some ticket types
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible toilets, ramps for boarding, assistance service available
Pets
Small pets travel free, dogs must be on lead
Quiet zone
Cross Country
Luggage & cancellation policy
Average Cross Country Duration
51m
Cheapest Cross Country Price
£47
Cross Country frequency
13 a day
Complete guide to Maidenhead
Things to do in Maidenhead
Discover the best of Maidenhead — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Maidenhead trip today.
- Recommended
Maidenhead Heritage Centre
Compact local museum in the library presenting Maidenhead's history through objects, photographs and changing displays on the borough.
- Recommended
Stanley Spencer's Cookham House
House museum in nearby Cookham where Stanley Spencer lived and worked, offering insight into his life, home and creative environment.
- Must visit
Cliveden Estate
Large National Trust estate with woodlands, formal gardens and riverside walks. Popular for scenery, seasonal colour and broad valley views.
- Recommended
Boulters Lock and Ray Mill Island
Scenic riverside area with open grass, boating activity and pleasant Thames views. A favourite spot for strolling and watching the water.
- Recommended
Cookham Village
Leafy riverside village known for Thames walks, historic lanes and an artistic heritage. A rewarding area to explore beyond the town centre.
Berkshire Pork Pie
A Berkshire county favourite of seasoned minced pork in a pastry case, traditionally eaten cold and linked to local butchers and market lunches.
Windsor Sausage
A classic English sausage linked to nearby Windsor and Berkshire, usually served with mashed potato and onion gravy in local pubs.
- Gluten-free
Thames Trout
Fresh trout from the River Thames area, commonly grilled or smoked. It reflects Maidenhead's riverside setting and long angling tradition.
Jalpari of Maidenhead
Long-established Indian restaurant known locally for curries, tandoori dishes and friendly service in a comfortable town-centre setting.
The Dining Room at Monkey Island Estate
Refined modern British dining in elegant country-house surroundings near Maidenhead, known for seasonal tasting and à la carte menus.
The Bear
Popular local pub with cask ales and a broad British menu, valued for its traditional atmosphere and dependable pub food.
Pound sterling (£)
Moderate for southern England. Hotels and rail travel can be pricey, but dining and local transport are usually cheaper than central London.
Average meal costs
- Budget
- £8-15 for fast food or a simple lunch.
- Mid-range
- £18-35 per person for a restaurant meal.
- Fine dining
- £50+ per person for upscale dining.
- Coffee
- £3-4.50 for a cappuccino.
Tipping culture
Service is sometimes included. If not, 10-12.5% in restaurants is standard for good service. Taxis are often rounded up. Café tipping is optional.
FAQs: Winchester to Maidenhead train
Find answers to the most common questions about traveling from Winchester to Maidenhead 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 Maidenhead, this guide helps you travel smarter and with confidence.
The cost of a train ticket from Winchester to Maidenhead can vary. The cheapest tickets are usually available from £43, while the average price tends to be around £50.
The train journey from Winchester to Maidenhead covers a distance of 66 km and takes approximately 51m. Trains run 4 per day.
The train distance from Winchester to Maidenhead is 66 km.
The first train from Winchester to Maidenhead leaves at 4:07.
The last train from Winchester to Maidenhead departs at 23:24.
Trains from Winchester to Maidenhead run approximately 4 times per day.
Currently, there is no high-speed train service from Winchester to Maidenhead.
Unfortunately, there is no direct train service currently available from Winchester to Maidenhead.
To travel from Winchester to Maidenhead, you can take a train.
There is no night train service from Winchester to Maidenhead.
The train station in Winchester that goes to Maidenhead is Winchester station (WIN), and it arrives at Maidenhead station (MAI).
The cheapest way to get from Winchester to Maidenhead is by train, costing approximately £43.
Booking trains from Winchester to Maidenhead in advance is advisable, especially during peak travel seasons or for long journeys, to ensure availability and secure better fares.
The train journey from Winchester to Maidenhead offers a pleasant view of the English countryside, with rolling hills, fields, and charming villages providing a scenic backdrop along the route.
Yes, a day trip from Winchester to Maidenhead is feasible, as the journey takes 51m, covers 66 km, and trains run 3 times per day.
A two-day visit to Maidenhead is usually sufficient to explore its main attractions, such as the Thames Path, Maidenhead Heritage Centre, and nearby sites like Cliveden House.
Yes, you can take the train from Winchester to Maidenhead.
popular train stations
Important Stations and Airports in Winchester and Maidenhead
Most Winchester to Maidenhead trains use the Winchester to Maidenhead station pair. Use this guide to compare Winchester and Maidenhead train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in Winchester
Arrival train stations in Maidenhead
Which Winchester station do trains to Maidenhead leave from?
Trains from Winchester to Maidenhead leave from Winchester. The station is from Winchester city centre at Winchester station, Station Hill, Winchester, Hampshire, SO23 8TJ.
WinchesterWinchester station, Station Hill, Winchester, Hampshire, SO23 8TJ+44 345 600 0650
City-centre transport
Getting to Winchester from Winchester city centre
Bus1, N1 · 1m · £2 · every ~3 min
Winchester train station facilities and services
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
Food and drink options are available at Winchester.
Wi-Fi and ATMs
Wi-Fi is available at Winchester. ATMs are available at Winchester.
Tickets and information
Ticket office support is available at Winchester. Information desks are information available from staff: Yes - from help point, Helpline Contact: 0800 5282100.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at Winchester: Parking, Taxis, WC.
Bike and car services
Available at Winchester: Bike Parking, Car Rental.
Accessibility
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.
Which Maidenhead station do trains from Winchester arrive at?
Trains from Winchester to Maidenhead arrive at Maidenhead. Maidenhead is 1 km from Maidenhead city centre.
MaidenheadMaidenhead station, Station Approach, Maidenhead, Berkshire, SL6 1EW+44 3451652030
City-centre transport
Getting to Maidenhead from Maidenhead city centre
Bus127, 7A, 3, 8 · 3m · £4 · every ~15 min
Maidenhead train station facilities and services
Maidenhead has practical services for this route, including Wifi, Shopping, Parking, Dining, Accessibility, WC, Lounge, Lost and Found Office, Ticket Office and Bike Parking.
Food and drink
Food and drink options are available at Maidenhead.
Wi-Fi and ATMs
Wi-Fi is available at Maidenhead.
Tickets and information
Ticket office support is available at Maidenhead.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at Maidenhead: Parking, WC.
Bike and car services
Available at Maidenhead: Bike Parking.
Accessibility
Accessibility facilities are available at Maidenhead: Staff help available: Yes, Step free access coverage: Yes, Step free access note: Step-free category B1 station - this station has a degree of step-free access to the platforms. Platforms 2 to 5 are accessed via the lifts from the subway. Platform 1 is only step free accessible via the Shoppenhangers Road Car Park, Accessible car park equipment: Wheelchair users may require assistance using car park equipment at this station, Accessible public telephones: Yes, Accessible taxis: Accessible taxis are available. Please request staff assistance, Accessible ticket machines: There are accessible ticket machines at this station, Accessible toilets: Yes, Ramp for train access: Yes, Wheelchairs available: Yes, Impaired mobility set down / pick up points available: Yes.
More options for your journey from Winchester to Maidenhead
Here are some other resources that might have the information you need
Most popular trains to and from Maidenhead and Winchester
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