Thomas Winckley was born at Garstang in 1638 and died in 1710. He was married to Frances, the daughter of James Hodgkinson of Preston and his wife, Elizabeth, the widow of Henry Lemon of Preston, thus linking three prominent Preston families. 
Unlike Hodgkinson and other members of the Tory oligarchy that had controlled Preston, Winckley was able to reconcile his loyalist Tory principles with post-Revolution politics, overcoming his divided feelings to accept the realities of William’s accession. In 1696 he was able to sign the Association Oath, pledging his loyalty to William. As Mullett comments, ‘Thomas Winckley’s case best illustrates the position of local tories in the Revolution period.’ 
At this period Winckley added to the family’s estates, purchasing Higher Brockholes in 1694 and Lower Brockholes in 1696. He lived in a substantial property on Fishergate from some time before 1685 (see plan).