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The Sycamore Stakes is an American Thoroughbred horse race held annually at Keeneland Race Course in Lexington, Kentucky. A Grade III event open to horses age three and older, it is contested on turf over a distance of 1-1/2 miles. Inaugurated in 1995, the Sycamore Stakes was run at a distance of 1-5/8 miles from inception through 2000.
| 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 |
