After being beaten on his first appearance, he won his remaining four races as a three-year-old, including the St Leger and the Gold Cup at Doncaster Racecourse in September.
Beningbrough was a bay horse "of great size"[1] bred, owned and trained by John Hutchinson of Shipton, North Yorkshire,[2] and named after a nearby village.
[9] On the following afternoon, Beningbrough was matched against older horses, including the previous year's St Leger winner Ninety-three in the four-mile Gold Cup.
[2] Beningbrough did not appear as a four-year-old until 28 August when he started favourite for a division of the Great Subscription Purse, but finished last of the three runners behind Brilliant and Bennington.
[10] According to an account in the Sportsman's Pilot Beningbrough and Bennington "defeated themselves" by battling for the lead throughout the race enabling the more conservatively ridden Brilliant to overtake them both in the closing stages.
Hutchinson received a fifty guinea forfeit when Mr Tatton's horse Yorkshire Bite failed to appear for a match against Beningbrough on 19 August.
[15] In 1808 he moved to Mr Dimsdale's establishment at Middleham, where he stood at a fee of twenty-five guineas with the owners of his prospective mates being required to submit written applications.