A roebuck, quite possibly better known by his cognomen of "The Skirt-Chaser."

Winterbough came from a family that had long provided archers for the Elfhame Rangers. In addition, he possessed the power of the "teashor" voice, which gave him a certain level of ability to persuade others to do his bidding. As such, he was at intervals an NCO in the Rangers.

On numerous occasions, he was demoted for various infractions of the King's Regulations, and on equally numerous occasions, promoted for insane acts of bravery and derring-do. Many of his punishments were tied to his habit of making whoopee with the wives of generals, an act that did not make him popular with many high-ranking officers (though it did make him popular with squaddies in general). It is likely that his antics cost him consideration for the Valour Medal on one or more occasions.

The precise number of femmes, and the precise number of species that Winterbough engaged in venery with is not known, though he is seen to have possessed an elven bow magicked to show representations of his conquests. His grand-fawn, Westersloe Winterbough V, is constantly being reminded (much to his chagrin) of his grand-sire, especially when he meets up with femmes that the randy roebuck had had venery with. The grand-fawn is said to be approximately a head shorter than his grand-sire.

Aside from his long-suffering first mate, Winterbough apparently had a passionate affair with Heloise, Duchess of Cloverland, which resulted in the two being secretly married not long before the former's death.

Winterbough met his end at the Battle of Skull Forest, when the Elfhame Rangers were deliberately led into an exposed position by the machinations of the then-Master of Elfhame, Fumasgift Bowyer, and by General Sir Guido Fawkes, both of whom were engaged in treason against the Crowns. Winterbough and Bowyer had clashed over the latter's demands on the economy of the Vale of Elfhame.

A diary of Winterbough's is known to have survived, and was in the possession of Windimere the wyvern, who in turn gave it to Winterbough's grand-fawn. Who has been studiosly avoiding reading it, fearing the contents.