[6] Ridden by Albert Whalley in the Dewhurst Plate over seven furlongs at the same track two weeks later he started at odds of 4/1[7] and won "comfortably"[8] from Corcyra and Carrickfergus.

The colt began his second season in the Craven Stakes over the Rowley Mile in April in which he was ridden by Frank O'Neill and won at odds of 1/2.

Kennymore led from the start and held off a challenge from Corcyra to win the race by a short head, with two lengths back to Black Jester in third.

The start of the race was delayed for more than twenty minutes as the starter struggled to control the thirty-one runners leading Kennymore to become increasingly fractious, lashing out with his hooves and attempting to attack other horses.

[13] According to some reports however, the trouble was started when the colt was kicked by another horse, his distress being exacerbated by the rowdy behaviour of the "utterly inconsiderate" crowd.

[14] He was facing in the wrong direction and left a long way behind the other horses when the race began and after rushing up into sixth place approaching the straight he faded to finish twelfth behind the French outsider Durbar.

[16] Alec Taylor decided to equip Kennymore with blinkers when the colt was moved up in distance to contest the St Leger Stakes over 14+1⁄2 furlongs at a Doncaster Racecourse on 10 September.