The average train between Windsor and Oakham takes 3h 10m and the fastest train takes 2h 33m. There is a train service every few hours from Windsor to Oakham. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run hourly between Windsor and Oakham. The earliest departure is at 6:23 AM in the morning, and the last departure from Windsor is at 11:36 PM which arrives into Oakham at 6:36 AM. All services require a transfer at Vauxhall and take an average of 3h 10m. The schedules shown below are for the next available departures.



2h 57m • 3 changes



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2h 47m • 3 changes



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2h 57m • 3 changes



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2h 57m • 3 changes
Want to know about travelling from Windsor to Oakham? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Windsor to Oakham. However, there are services departing from Windsor station and arriving at Oakham station via Vauxhall. The journey, including transfers, takes approximately 3h 10m.
Windsor to Oakham train services, operated by South Western Railway, depart from Windsor & Eton Riverside station.
Windsor to Oakham train services, operated by South Western Railway, arrive at Oakham station.
Book your Windsor to Oakham train tickets online with South Western Railway, London Underground (Tube) and 4 other operators.
The distance between Windsor and Oakham is 132.3 km. The road distance is 209 km.
You can take a train from Windsor & Eton Riverside to Oakham via Vauxhall, Vauxhall station, King's Cross St. Pancras station, King's Cross, and Peterborough in around 3h 11m.