The Hall is of Tudor origin, although there has been a house on the site since Roman times.

Gilbert of Normandy owned the manor in Norman times and founded the Gilbertine Order at Sempringham, Norfolk. He is believed to have built a monastic grange at Stragglethorpe. John O'Gaunt gave the Estate of Stragglethorpe to the Gilbertine Order of Monks in the 14th century.

After the dissolution of the monasteries by Henry VIII, the property passed to the Earle family until a Richard Earle died in 1697. A monument to him may be seen in the church of St. Michael in the village.

In the 1970s, a vineyard was planted by Major Alan Rook, the Uncle of the current owners, and was for a time the "most northerly vineyard in Europe". It proved that the Romans could have grown vines at these latitudes during their occupation of Britain.

featured in the BBC productions of 'Middlemarch' and 'Tom Jones'.