Winston is Sir Topham Hatt's track inspection vehicle.
- Season 1 - The New Diesel Fuel, Dave the Diesel (does not speak), Douglas and the Signal and Stuart's First Run
- Season 2 - Off to the Scrapyards and Duncan's Predicament
- Season 3 - Thomas and the Twins and Harvey Goes Fishing (does not speak)
- Season 5 - Winston and Elizabeth and Something Smells Fishy
- Season 6 - The Standard Gauge Mountain Railway (does not speak), The Wrong Sort of Coal,