|Died||In 209 AC, Ashford|
|Book(s)||The Hedge Knight (appears)|
In 209 AC, Ser Humfrey participated in the tourney at Ashford Meadow, beginning the tourney as one of the five champions. In the first tilt he was challenged by Lord Medgar Tully whom he knocked from the saddle on the second lance, finally defeating him with sword afoot. Next, he was challenged by Ser Joseth Mallister, whom had to be carried from the field unconscious. He also faced his brother-in-law, Ser Humfrey Beesbury, in the lists on the first day. They broke a dozen lances apiece in an epic struggle the smallfolk soon began calling "the Battle of Humfrey." He won against his brother-in-law as well, and in total defeated fourteen formidable knights on the first day.
In the final tilt of the first day, he was challenged by Prince Aerion Targaryen. During the first course Prince Aerion's lance took his horse just above the armor that protected his breastbone, and exploded out of the back of his neck in a gout of bright blood. Ser Humfrey tried to leap free, but a foot caught in a stirrup and they heard his shriek as his leg was crushed between the splintered fence and falling horse. Lord Ashford declared Ser Humfrey the victor and awarded him Prince Aerion’s courser, but even so, he will not be able to continue. His leg was broken in two places. Prince Baelor Targaryen sent his own maester to tend him.
Ser Humfrey joined the side of Ser Duncan the Tall in the trial of seven, wanting to get his revenge on Aerion, one of Duncan's accusers. He was seriously wounded in the trial and died of his wounds later.