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The Jessamine Stakes is an American flat Thoroughbred horse race for two-year-old filles held annually at Keeneland Race Course in Lexington, Kentucky. It is currently a Grade III stakes race run over a distance of 8.5 furlongs on turf.
The American Graded Stakes Committee made it a Graded stakes race for the first time in 2011. The race is currently part of the Breeders' Cup Challenge series. The winner will automatically qualify for the Breeders' Cup Juvenile Fillies Turf.
| Stakes Race | Grade | Purse |
|---|---|---|
| Transylvania Stakes | III | $100,000 |
| Ashland Stakes | I | $400,000 |
| Madison Stakes | I | $300,000 |
| Maker's Mark Mile Stakes | I | $300,000 |
| Shakertown Stakes | III | $100,000 |
| Jenny Wiley Stakes | II | $200,000 |
| Commonwealth Stakes | II | $175,000 |
| Blue Grass Stakes | I | $750,000 |
| Beaumont Stakes | II | $150,000 |
| Appalachian Stakes | III | $100,000 |
| Doubledogdare Stakes | III | $100,000 |
| Ben Ali Stakes | III | $150,000 |
| Lexington Stakes | III | $200,000 |
| Bewitch Stakes | III | $150,000 |
| Elkhorn Stakes | II | $150,000 |
| Phoenix Stakes | III | $175,000 |
| Darley Alcibiades Stakes | I | $400,000 |
| Woodford Stakes | III | $100,000 |
| Thoroughbred Club of America Stakes | II | $200,000 |
| First Lady Stakes | I | $350,000 |
| Shadwell Turf Mile Stakes | I | $600,000 |
| Dixiana Breeders' Futurity Stakes | I | $400,000 |
| Bourbon Stakes | III | $100,000 |
| Juddmonte Spinster Stakes | I | $500,000 |
| Jessamine Stakes | III | $150,000 |
| Queen Elizabeth II Challenge Cup Stakes | I | $400,000 |
| Sycamore Stakes | III | $100,000 |
| Valley View Stakes | III | $150,000 |
| Raven Run Stakes | II | $250,000 |
| Fayette Stakes | II | $150,000 |
