1794: three-year-old season On 29 May 1794
Benningbrough, brother to Sandhopper made his first appearance in a sweepstakes over one and a half miles at
York Racecourse. He started
6/4 favourite but was beaten into second place by Prior, a
grey colt owned by Gilbert Crompton. Beningbrough returned to York for two races in August, both of which he won. He recorded his first victory when beating two opponents in a two-mile sweepstakes and then defeated Mr Wilson's
filly Eliza and four others over on and a half miles two days later. On 17 September, Beningbrough was one of eight colts and fillies to contest the nineteenth running of the St Leger Stakes over two miles at
Doncaster Racecourse. Ridden by John Jackson, he was the second favourite at odds of 2/1 and won the classic from Prior and Mr Garforth's grey colt (later named
Brilliant). 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. He started the 1/2 favourite and won from Mr Webb's mare Constant. 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. In the following month, Beningbrough returned to the scene of his classic victory for three races at the Doncaster St Leger meeting. On 22 September he defeated Bennington in a 500
guinea match race over four miles and on the following afternoon he won the Doncaster Stakes, beating Brilliant and Eliza. A day later he contested a £100 race run in a series of two-mile heats, with the prize going to the first horse to win twice. Beningbrough settled the race in two heats, beating Brilliant into second place on each occasion.
1796: five-year-old season Beningbrough's five-year-old season consisted of two races at York in August. On Saturday 20 August he won a match race against Mr Wentworth's Ormond over four miles to win a prize of 500 guineas. Four days later he was made the 1/2 favourite against two opponents for a division of the
Great Subscription Purse, but was beaten by the mare Eliza.
1797: six-year-old season In early 1797, John Hutchinson bought Beningbrough back from Sir Charles Turner. The horse's final season was again restricted to the August meeting at York. Hutchinson received a fifty guinea forfeit when Mr Tatton's horse Yorkshire Bite failed to appear for a match against Beningbrough on 19 August. Five days later, Beningbrough ended his career in a division of the Great Subscription Purse in which he finished second to
Hambletonian. ==Stud career==