Wentworth was born in the summer of 1558 while his father – under whose command the loss of Calais happened – was held as a prisoner of war in France and inherited the title Baron at age 26, shortly after his father's passing.
He participated in the trials of the "unhappy" Mary, Queen of Scots, being one of the few peers to witness the final judgement of Fotheringhay in 1586.
Later in his life, are documented his visits to a Gray's Inn and the rectories of Hackney and Stepney on 2 August 1588, 8 May 1593 and 1584, respectively.
[1][2][3] Notably, right after his accession of the title Baron, he ordered half a tun of rum in Ipswich.
[1][4] Wentworth passed away due to "the plague" - as was noted as death cause - on 16 August 1593 while visiting the grounds of Sir James Harrington near Rutlandshire at age thirty-five.