| Date | Course | Race | Grade | Age/Sex | Distance | Winner |
|---|---|---|---|---|---|---|
| 20210619 | Woodbine | Whimsical Stakes | G3 | 4upfm | 6AW | Boardroom |
| 20210620 | Woodbine | Jacques Cartier Stakes | G3 | 4up | 6AW | Souper Stonehenge |
| 20210626 | Woodbine | Trillium Stakes | G3 | 4upfm | 8.5AW | Souper Escape |
| 20210701 | Woodbine | Dominion Day Stakes | G3 | 4up | 8.5AW | Mighty Heart |
| 20210710 | Woodbine | Selene Stakes | G3 | 3yof | 8.5AW | Our Flash Drive |
| 20210711 | Woodbine | Marine Stakes | G3 | 3yo | 8.5AW | Easy Time |
| 20210718 | Woodbine | Connaught Cup | G2 | 4up | 7T | Avie's Flatter |
| 20210724 | Woodbine | Nassau Stakes | G2 | 4upfm | 8T | Jolie Olimpica |
| 20210801 | Woodbine | Vigil Stakes | G3 | 4up | 6AW | Souper Stonehenge |
| 20210801 | Woodbine | Woodbine Oaks | 3yof | 9AW | Munnyfor Ro | |
| 20210801 | Woodbine | Royal North Stakes | G2 | 4upfm | 6T | Amalfi Coast |
| 20210815 | Woodbine | King Edward Stakes | G2 | 3up | 8T | Olympic Runner |
| 20210821 | Woodbine | Singspiel Stakes | G3 | 3upfm | 10T | Corelli |
| 20210821 | Woodbine | Seaway Stakes | G3 | 4upfm | 7AW | Boardroom |
| 20210822 | Woodbine | Ontario Colleen Stakes | G3 | 3yof | 8T | Our Flash Drive |
| 20210822 | Woodbine | Dance Smartly Stakes | G2 | 3upfm | 10T | Mutamakina |
| 20210822 | Woodbine | Queen's Plate | 3yo | 10AW | Safe Conduct | |
| 20210822 | Woodbine | Highlander Stakes | G1 | 3up | 6T | Silent Poet |
| 20210828 | Woodbine | Bison City Stakes | 3yof | 8.5AW | Il Malocchio | |
| 20210911 | Century Mile | Canadian Derby | G3 | 3yo | 10D | Uncharacteristic |
| 20210911 | Woodbine | Seagram Cup Stakes | G3 | 3up | 8.5AW | Tap It to Win |
| 20210914 | Fort Erie | Prince of Wales Stakes | 3yo | 9.5D | Haddassah | |
| 20210918 | Woodbine | Canadian Stakes | G2 | 3upfm | 9T | La Dragontea |
| 20210918 | Woodbine | Canadian International | G1 | 3up | 12T | Walton Street |
| 20210918 | Woodbine | Woodbine Mile | G1 | 3up | 8T | Town Cruise |
| 20210919 | Woodbine | Natalma Stakes | G1 | 2yof | 8T | Wild Beauty |
| 20210919 | Woodbine | Summer Stakes | G1 | 2yo | 8T | Albahr |
| 20210925 | Woodbine | Bold Venture Stakes | G3 | 4up | 6.5AW | Pink Lloyd |
| 20211002 | Woodbine | Wonder Where Stakes | 3yof | 10T | Munnyfor Ro | |
| 20211003 | Woodbine | Breeders' Stakes | 3yo | 12T | British Royalty | |
| 20211003 | Woodbine | Ontario Fashion Stakes | G3 | 3upfm | 6AW | Amalfi Coast |
| 20211010 | Woodbine | Durham Cup | G3 | 3up | 8.5AW | Special Forces |
| 20211010 | Woodbine | Ontario Matron Stakes | G3 | 4upfm | 8.5AW | Art of Almost |
| 20211017 | Woodbine | E. P. Taylor Stakes | G1 | 3upfm | 10T | Mutamakina |
| 20211017 | Woodbine | Nearctic Stakes | G2 | 3up | 6T | Avie's Flatter |
| 20211023 | Woodbine | Hendrie Stakes | G3 | 4upfm | 6.5AW | Our Secret Agent |
| 20211031 | Woodbine | Ontario Derby | G3 | 3yo | 9AW | Frosted Over |
| 20211113 | Woodbine | Maple Leaf Stakes | G3 | 3upfm | 10AW | Skygaze |
| 20211113 | Woodbine | Bessarabian Stakes | G2 | 3upfm | 7AW | Lady Speightspeare |
| 20211114 | Woodbine | Autumn Stakes | G2 | 3up | 8.5AW | Mighty Heart |
| 20211127 | Woodbine | Kennedy Road Stakes | G2 | 3up | 6AW | Pink Lloyd |
| 20211128 | Woodbine | Mazarine Stakes | G3 | 2yof | 8.5AW | Mrs. Barbara |
| 20211128 | Woodbine | Grey Stakes | G3 | 2yo | 8.5AW | God of Love |
| 20211205 | Woodbine | Valedictory Stakes | G3 | 3up | 12AW | Sir Winston |
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