- Recommended
Winchester City Museum
Major city museum tracing Winchester’s story from Roman Venta Belgarum to the present with strong local collections.
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The cheapest and fastest trains from Maidenhead to Winchester
Showing times and prices for Aug 05
Cheapest price
$65
Average price
$74
Fastest journey
51 m
Average duration
52 m
Trains per day
15
Distance
66 km
Cheap tickets
The best way to find a cheap train ticket from Maidenhead to Winchester is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Maidenhead to Winchester will cost around $74 if you buy it on the day, but the cheapest tickets can be found for only $65.
Fast trains
It's difficult to get from Maidenhead to Winchester without transferring at least once.
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1:27 PM0h58Maidenhead2:25 PMWinchester$651One-way1 transfer- 5:27 PM0h58Maidenhead6:25 PMWinchester$651One-way1 transfer
- 6:28 PM0h58Maidenhead7:26 PMWinchester$651One-way1 transfer
- 7:27 PM0h58Maidenhead8:25 PMWinchester$651One-way1 transfer
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7:33 AM0h52Maidenhead8:25 AMWinchester$771One-way1 transfer
- 10:34 AM0h51Maidenhead11:25 AMWinchester$771One-way1 transfer
- 7:33 AM0h52Maidenhead8:25 AMWinchester$771One-way1 transfer
- 8:32 AM0h53Maidenhead9:25 AMWinchester$771One-way1 transfer
- 9:32 AM0h53Maidenhead10:25 AMWinchester$771One-way1 transfer
- 4:32 PM0h53Maidenhead5:25 PMWinchester$771One-way1 transfer
Travel Information
Compare train for Maidenhead to Winchester
Omio recommends booking the train as it is the most popular option from Maidenhead to Winchester among Omio's users. If you are prioritising price take the train with prices starting from $44. For those with little time consider booking a train which can get you there in 49m. The ticket price range depends on the travel mode: a train costs an average of $44, and a train costs an average of $44.
Distance: 41 miles (66 km)
Compare train with
Most popular Train | Driving |
|---|---|
$44 Average price Cheapest | $18 Average price (fuel + tolls) |
1h 19m Average total duration Fastest 49m Onboard + 30m Additional time* | 1h 8m Average total duration (door-to-door) |
 Most popular train company | Your own car or car rental |
Direct Options | Direct Options |
The cheapest way to travel from Maidenhead to Winchester is a train with an average price of $44.
The fastest way to travel from Maidenhead to Winchester is by train with an average journey time of 49m.
Yes, you can take a train between Maidenhead and Winchester.
We recommend using the train as it is the most popular way to get from Maidenhead to Winchester among Omio's users.
Take the train. It's meaningfully faster than driving, and the time saved usually justifies the price.
You'll arrive about 19m sooner (49m by train vs 1h 8m by car). Tickets start at around $44 compared to roughly $18 in fuel and tolls — so you're paying a bit more, but getting hours of your day back, a city-centre arrival, and the freedom to work or relax instead of drive.
Driving makes more sense if you're travelling as a group (where fuel costs split several ways), want to stop along the way, or need a car once you arrive.
Live departures
Maidenhead to Winchester train times
The table below shows live departures for Maidenhead to Winchester trains for tomorrow, Wednesday, August 5. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 7:33 AM Maidenhead | 0h52 | 8:25 AM Winchester | 1 transfer | |
| 8:32 AM Maidenhead | 0h53 | 9:25 AM Winchester | 1 transfer | |
| 9:32 AM Maidenhead | 0h53 | 10:25 AM Winchester | 1 transfer | |
| 10:34 AM Maidenhead | 0h51 | 11:25 AM Winchester | 1 transfer | |
| 11:32 AM Maidenhead | 0h54 | 12:26 PM Winchester | 1 transfer | |
| 12:31 PM Maidenhead | 0h54 | 1:25 PM Winchester | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Maidenhead to Winchester 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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Why should you book Maidenhead to Winchester trains with Omio?
CrossCountry as well as Elizabeth Line (TfL) or Great Western Railway (GWR) offer trains services from Maidenhead to Winchester.
Omio is an official ticket reseller for all your travel options from Maidenhead to Winchester.
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 Elizabeth Line (TfL) or Great Western Railway (GWR) to find the best option for your trip from Maidenhead to Winchester.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
Journey information
Overview: Train from Maidenhead to Winchester
United KingdomUnited Kingdom
Trains from Maidenhead to Winchester run on average 5 times per day, taking around 49m. Cheap train tickets for this journey start at $44 if you book in advance.
The earliest train runs at 04:09, the last at 23:24. The fastest train covers the 41 miles (66 km) distance in 1h 32m.
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 41 miles (66 km) |
Average train duration 49m |
Cheapest ticket price $44 |
Trains per day 5 |
Fastest train 1h 32m |
First train 4:09 AM |
Last train 11:24 PM |
Cheapest Month May |
Cheapest Day Sat |
High Season Apr - Jun |
Low Season Jan - Mar |
Busiest Day Sat |
Least Busy Day Sat |
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, Elizabeth Line (TfL), Great Western Railway (GWR) from Maidenhead to Winchester trainsCrossCountry, Elizabeth Line (TfL), Great Western Railway (GWR) trains will get you between Maidenhead and Winchester from $44. 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 Duration
55m
Cheapest Price
$44
CrossCountry frequency
1 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
Elizabeth Line (TfL)
Luggage & cancellation policy
Average Duration
58m
Cheapest Price
$65
Elizabeth Line (TfL) frequency
3 a day
Great Western Railway (GWR)
Luggage & cancellation policy
Average Duration
51m
Cheapest Price
$77
Great Western Railway (GWR) frequency
9 a day
Complete guide to Winchester
Things to do in Winchester
Discover the best of Winchester — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Winchester trip today.
- Recommended
The Royal Green Jackets Museum
Interactive military museum inside Peninsula Barracks, exploring the Royal Green Jackets and rifle regiments.
- Recommended
The Gurkha Museum
Military museum in Peninsula Barracks presenting the life and campaigns of Gurkha soldiers through vivid displays.
- Must visit
High Street
Historic main street lined with timber-framed buildings, shops, and landmarks, forming the lively heart of central Winchester.
- Must visit
Water Meadows
Riverside walk through water meadows south of the centre, famous for peaceful scenery and links to Keats and St Cross.
- Recommended
Cathedral Close
Elegant close around the cathedral with historic houses, lawns, and a calm atmosphere ideal for slow wandering.
- Vegetarian
Hampshire Hog Pudding
A creamy dessert from nearby Hampshire, made with apples, cream and breadcrumbs. It is a classic regional sweet linked to local orchards.
- Vegetarian
- Gluten-free
Watercress Soup
A rich soup traditionally made with local watercress, long grown around Winchester and the Itchen Valley. Fresh, peppery and strongly tied to the area.
- Vegetarian
Hampshire Best Bitter
A traditional ale style long associated with Hampshire pubs and breweries. Malty, amber and a classic local pint to try in Winchester.
The Black Rat
Refined British fine dining in a historic setting at The Black Rat. Known for seasonal tasting menus and polished service.
The Chesil Rectory
Elegant modern British dining inside a Georgian hotel. Strong local reputation for seasonal dishes and a smart but relaxed atmosphere.
The Wykeham Arms
Traditional pub by Winchester Cathedral serving cask ales and classic British dishes. Popular for a historic atmosphere and hearty meals.
British pound sterling (£)
Moderate for southern England. Hotels and dining cost more than many UK cities, but local buses and casual meals are manageable for most visitors.
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 may be included. If not, tip 10-12.5% in restaurants for good service. Taxi tips are optional, often rounding up. Cafes usually do not require tips.
Stagecoach Bus
Get the appOfficial public transport app
Prices
- Single ticket
- £2.00
- Day pass
- £4.50
To the city center
Winchester Railway Station -> The Broadway, Winchester
- Distance
- 0.8 km
- Travel time
- 10 min
- Contactless card payment is accepted on Stagecoach buses in Winchester; you can also buy tickets in the Stagecoach Bus app.
- Winchester city centre is walkable from Winchester Railway Station, but local buses are useful for reaching outer areas and the hospital.
FAQs: Trains from Maidenhead to Winchester
Find answers to the most common questions about traveling from Maidenhead 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.
Train ticket prices from Maidenhead to Winchester can vary. The cheapest ticket starts at $44, while the average price is around $44.
The train from Maidenhead to Winchester takes 1h 32m and runs 5 per day.
The distance by train from Maidenhead to Winchester is 41 miles (66 km).
The first train from Maidenhead to Winchester leaves at 4:09 AM.
The last train from Maidenhead to Winchester leaves at 11:24 PM.
There is no high speed train available from Maidenhead to Winchester.
There is no direct train service currently available from Maidenhead to Winchester.
Unfortunately, there is no night train available from Maidenhead to Winchester.
The train station in Maidenhead that goes to Winchester is Maidenhead station (MAI), which connects to Winchester station (WIN).
The cheapest way to get from Maidenhead to Winchester is by train, with a cost of around $44.
The train journey from Maidenhead to Winchester offers a picturesque route featuring charming countryside views, passing through rolling hills and quaint villages, making it a pleasant and scenic experience for travelers.
A day trip from Maidenhead to Winchester is not feasible as the travel duration is 1h 32m and exceeds the 120-minute limit. The journey covers 41 miles (66 km) with a frequency of 4 trips per day by train.
A two-day visit to Winchester is generally sufficient to explore its main attractions, including Winchester Cathedral, the Great Hall, and local museums, while allowing time for leisurely walks and dining.
Yes, you can take the train from Maidenhead to Winchester.
Since neither Maidenhead nor Winchester are in the Schengen Area, passport requirements depend on the specific immigration rules of United Kingdom and United Kingdom. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Winchester include London, Southampton, Fareham, Eastleigh, Bournemouth.
We recommend using the train as it is the most popular way to get from Maidenhead to Winchester among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
Yes, rail passes such as the BritRail Pass are valid on most trains within the United Kingdom, offering unlimited travel on participating train operators for a set period.
The currency used in the United Kingdom is the British Pound Sterling (GBP). For travelers, using a card is generally more convenient and widely accepted, especially in cities and for transportation tickets, though carrying some cash can be useful for small purchases or in rural areas.
In Winchester, travelers should be cautious of pickpocketing, especially in crowded areas like the city center and near popular attractions. Be wary of unofficial taxi services and always use licensed transportation. Scams involving overpriced tickets or guided tours can occur, so it’s advisable to book through reputable sources. Additionally, stay alert when withdrawing cash from ATMs to avoid card skimming.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Maidenhead to Winchester
Most Maidenhead to Winchester trains use the Maidenhead to Winchester station pair. Use this guide to compare Maidenhead and Winchester train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in Maidenhead
Arrival train stations in Winchester
Which Maidenhead station do trains to Winchester leave from?
Trains from Maidenhead to Winchester leave from Maidenhead. The station is 0 miles (1 km) from Maidenhead city centre at Maidenhead station, Station Approach, Maidenhead, Berkshire, SL6 1EW.
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 · $5 · 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.
Which Winchester station do trains from Maidenhead arrive at?
Trains from Maidenhead to Winchester arrive at Winchester. Winchester is from Winchester city centre.
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.
Most popular train connections from Maidenhead
More options for your journey from Maidenhead to Winchester
Here are some other resources that might have the information you need
Most popular trains to and from Winchester and Maidenhead
Most popular train connections to Winchester
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