In 1909 William Naylor moved to Lincolnshire to work with his sister on her farm, leaving his job as a newspaper editor in Peterborough. He moved to the area permanently and soon after his son, Harold Naylor, was born.

Harold worked with his father on the farm, and together they helped to improve and expand the business.

From the 1930s to the 1970s, the farm specialised in tulips, daffodils, spring cabbage and potatoes. In the early 70s, the farm started growing coleslaw cabbage after the introduction of coleslaw into the UK from the USA. Coleslaw cabbage became the primary crop, resulting in Naylor Farms being one of the largest coleslaw cabbage growers in Europe today. 

The farm is currently run by the third and fourth generations of the Naylor family, Brian and Simon Naylor.