That single win came just this week at Stratford-on-Avon on 17 May 2026, and it matters more than the bare number suggests. Before that, her form reads 7-6 — mid-pack finishes that gave little hint of what was coming. The way she has finished her last two runs, placing and then winning, suggests a horse that is improving with racing rather than flatlining. Trainers love to see that upward curve, and Prettylady appears to be on one right now.
She is trained by the partnership of Oliver Greenall and Josh Guerriero, based out of Oldcastle in Cheshire. This is a yard worth paying attention to — 43 winners already this season tells you these are not people who send horses out to make up the numbers. When a yard is operating at that kind of volume, a first win for one of their horses is rarely a fluke. They know what they are doing, and if they think Prettylady is ready to build on this, that is an encouraging sign for anyone watching her next run.
With just four races behind her, there is still a lot we do not know about Prettylady — how she handles different conditions, whether Stratford suits her particularly well, how she copes when stepped up in class. But right now, she is a horse in form, trained by a team in form, and that combination is usually worth following.
| Course | Races | Results | Last visited | Win rate |
|---|---|---|---|---|
| Stratford-on-Avon Sharp |
1 | 1 win | 17 May | 100% |
| Catterick Bridge Sharp |
1 | 1 other | 30 Jan | 0% |
| hereford | 1 | 1 other | 11 Feb | 0% |
| Doncaster Galloping |
1 | 1 other | 13 Mar | 0% |