The cheapest and fastest trains from Maidenhead to Winchester
Cheapest price
$46
Average price
$47
Fastest journey
2 h 28 m
Average duration
2 h 29 m
Trains per day
2
Distance
66 km
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 $47 if you buy it on the day, but the cheapest tickets can be found for only $46.
Of the 2 trains that leave Maidenhead for Winchester on Fri, Nov 07, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 the direct trains cover the 66 km distance in an average of 2 h 29 m but if you time it right, some trains will get you there in just 2 h 28 m .
On Fri, Nov 07 the slowest trains will take 2 h 29 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Live departures
Maidenhead to Winchester train times
The table below shows live departures for Maidenhead to Winchester trains for tomorrow, Friday, November 7. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 3:09 AM Maidenhead | 2h28 | 5:37 AM Winchester | 0 transfersDirect | |
![]() | 4:57 AM Maidenhead | 2h29 | 7:26 AM Winchester | 0 transfersDirect | |
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.
Nov 07
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Nov 12
Nov 13
Journey information
Overview: Train from Maidenhead to Winchester
Trains from Maidenhead to Winchester run on average 4 times per day, taking around 50m. Cheap train tickets for this journey start at $47 (€38) if you book in advance.
The earliest train runs at 04:08, the last at 23:24. The fastest train covers the 41 miles (66 km) distance in 2h 29m.
Distance 41 miles (66 km) |
Average train duration 50m |
Cheapest ticket price $47 (€38) |
Trains per day 4 |
Fastest train 2h 29m |
First train 04:08 |
Last train 23:24 |
Train companies: CrossCountry, Elizabeth Line, first_great_western from Maidenhead to Winchester trainsCrossCountry, Elizabeth Line, first_great_western trains will get you between Maidenhead and Winchester from $47 (€38). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
CrossCountry
Elizabeth Line
first_great_western
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.

popular train stations
Popular train stations from Maidenhead to Winchester
- Opening hours: Monday - Friday 06:45 - 11:30 Saturday - Sunday Closed
- Car Park: No
- Staff help available: Yes
- Step free access note: Step free Category B1 - This station has step free access to the platform, this is via a short steep ramp. Safety warning - Please be aware that this station has no tactile paving on the platform edge. Please take extra care when using this station.
- Accessible taxis: Accessible taxis are available by contacting local taxi firms
- Ramp for train access: Yes
- Wheelchairs available: No
- Impaired mobility set down / pick up points available: No
- Storage CCTV: No
- Location for Rail Replacement Services: To Marlow: Bus Stop before Level Crossing. To Bus Stop after Level Crossing.
- Opening hours: Monday - Friday 06:00 - 21:00 Saturday 06:45 - 21:00 Sunday 07:00 - 21:00 Please note: Reservations and tickets requiring reservations are only sold between 10:00 and 17:00
- Type of shops available: WHSmith
- Car Park: Station Car Park
- 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
- Toilets Location: Platform 4
- National key toilets: Yes
- National key toilets location: The radar key is available from station staff.
- Baby changing facilities: Yes
- Baby changing facilities location: Accessible WC on platform 4
- Waiting rooms location: Platform 4
- Storage sheltered: Yes
- Storage location: Shoppenhangers Lane, front of Station and side of station
- Storage CCTV: Yes
- Location for Rail Replacement Services: Station forecourt
- Opening hours: Monday - Friday 06:30 - 20:30 Saturday 06:00 - 19:30 Sunday 07:00 - 20:30 Please note; these are the the opening times for the ticket office in the booking hall on platform 1. The ticket office on platform 2 is open from 06:15 - 08:40 Monday to Friday.
- Type of shops available: Marks and Spencer in the booking hall on Platform 2. (closed since March 2020.)
- Car Park: Smart Car
- 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
- Toilets Location: Toilets are closed at 2030. The toilets are located on both platforms. The National key toilets are located on Platforms 1; these toilets are operated by a radar key. A radar key is available from station staff upon request. A 'National Key Scheme' key [RADAR] can be purchased by contacting the following. Address: 12 City Forum, 250 City Road, London, EC1V 8AF. Tel: 020 7250 3222. Minicom: 020 7250 4119. Fax: 020 7250 0212. Email: [email protected]
- National key toilets: Yes
- Baby changing facilities: Yes
- Waiting rooms location: A heated waiting room is located on Platform 2. The seating complies with the Code of Practice.
- Storage sheltered: Yes
- Storage location: Platform 1 car park, platform 2
- Storage CCTV: Yes
- Information available from staff: Yes - from help point
- Helpline Contact: 0800 5282100
- Location for Rail Replacement Services: Station Hill Bus Stop
Most popular train connections from Maidenhead
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