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The Sky Classic Stakes is a Canadian Grade II Thoroughbred horse race run annually at Woodbine Racetrack in Toronto, Ontario. Raced in mid to late September on turf over a distance of 1-1/4 miles (10 furlongs), it is open to horses three years of age and older. In recent years it has become a major prep race for local horses looking to go on to run against the best horses from around the world in Woodbine's $2 million Canadian International.
Renamed in 1995 to honor Canadian Horse Racing Hall of Fame inductee, Sky Classic, the race was first run at the Old Woodbine Racetrack in 1902 as the Jockey Club Cup Handicap. It was raced on dirt from inception until 1956 but became a turf race the following year when moved to the new Woodbine racing facility. Over the years, it has been run at various distances.
| Stakes Race | Grade | Purse |
|---|---|---|
| Eclipse Stakes | III | $150,000 |
| Nassau Stakes | II | $300,000 |
| King Edward Stakes | II | $250,000 |
| Highlander Stakes | II | $200,000 |
| Singspiel Stakes | III | $150,000 |
| Queen's Plate Stakes | I | $1,000,000 |
| Dominion Day Stakes | III | $200,000 |
| Dance Smartly Stakes | II | $300,000 |
| Ontario Matron Stakes | III | $150,000 |
| Nijinsky Stakes | II | $300,000 |
| Royal North Stakes | III | $150,000 |
| Sky Classic Stakes | II | $250,000 |
| Ontario Colleen Stakes | III | $150,000 |
| Play the King Stakes | II | $200,000 |
| Seaway Stakes | III | $150,000 |
| Natalma Stakes | III | $200,000 |
| Summer Stakes | III | $250,000 |
| Canadian Stakes | II | $300,000 |
| Northern Dancer Turf Stakes | I | $500,000 |
| Woodbine Mile Stakes | I | $1,000,000 |
| Selene Stakes | III | $250,000 |
| Grey Stakes | III | $200,000 |
| Nearctic Stakes | I | $500,000 |
| E.P. Taylor Stakes | I | $1,000,000 |
| Canadian International Stakes | I | $1,500,000 |
| Autumn Stakes | II | $150,000 |
| Kennedy Road Stakes | III | $150,000 |
| Bessarabian Stakes | III | $150,000 |
| Valedictory Stakes | III | $150,000 |
