After three further races he was retired to stud, but failed to make an impression as a sire of winners after his health was badly affected by an attack of grass sickness.
Ridden by Dean McKeown, Mister Baileys started slowly but moved into the lead a furlong from the finish and pulled away from his twelve opponents to record an impressive seven-length win.
[5] Twelve days after his defeat at Newbury, Mister Baileys was moved up in class for the Group Three Vintage Stakes at Goodwood Racecourse.
He was able to reverse the Newbury form, taking the lead two furlongs out and winning by two and half lengths from Prince Babar, with Classic Sky fourth.
[7] On his final start of the season, Mister Baileys was ridden by Frankie Dettori in the Group Two Royal Lodge Stakes at Ascot Racecourse.
He turned into the straight in fifth place before moving forward to take the lead a furlong out and being driven out by Dettori to win by half a length from Concordial.
Three furlongs from the finish he moved into the overall lead and held of the persistent challenge of Frankie Dettori on Grand Lodge to win in a photo-finish by a short-head.
[14] Shortly after his retirement to the National Stud, Mister Baileys suffered a near-fatal attack of grass sickness,[15] which left him with fertility problems and other health issues.