| Class: | Restricted |
| Horse Race: | Woodbine Oaks |
| Inaugurated: | 1956 |
| Race Type: | Thoroughbred - Flat racing |
| Website: | woodbineentertainment.com |
| Distance: | miles (9 furlongs) |
| Surface: | Tapeta |
| Track: | Left-handed |
| Qualification: | Three-year-old fillies |
| Weight: | Scale Weight |
| Purse: | $500,000 CDN (2021) |
The Woodbine Oaks is a Canadian Thoroughbred horse race run annually at Woodbine Racetrack in Toronto, Ontario. Inaugurated in 1956, it is the premier event for Canadian-foaled three-year-old fillies and the first leg of the Canadian Triple Tiara series.
Raced over a distance of miles on Polytrack synthetic dirt, the Woodbine Oaks is currently sponsored by Budweiser and currently offers a purse of $391,200.
First run at miles, since 1959 the distance has been set at miles. Originally called the Canadian Oaks, in 2001 it was changed to the Labatt Woodbine Oaks, and then to the Woodbine Oaks presented by Budweiser in 2008.
Speed record:
Largest margin of victory:
Most wins by a jockey:
Most wins by a trainer:
Most wins by an owner:
| Year | Winner | Jockey | Trainer | Owner | Time | |
|---|---|---|---|---|---|---|
| 2023 | Elysian Field | Sahin Civaci | Mark E. Casse | Team Valor International, Gary Barber | 1:49.78 | |
| 2022 | Moira | Rafael Manuel Hernandez | Kevin Attard | X-Men Racing LLC, Madaket Stables LLC & SF Racing LLC | 1:49.83 | |
| 2021 | Munnyfor Ro | Justin Stein | Kevin Attard | Raroma Stable | 1:50.31 | |
| 2020 | Curlin's Voyage | Patrick Husbands | Josie Carroll | Hill 'n' Dale Equine Holdings Inc. & Windsor Boys Racing | 1:50.04 | |
| 2019 | Desert Ride | Neil J. Howard | Sam-Son Farm | 1:50.43 | ||
| 2018 | Dixie Moon | Sean & Dorothy Fitzhenry | 1:50.38 | |||
| 2017 | Holy Helena[1] | Luis Contreras | Jimmy Jerkens | Stronach Stables | 1:50.18 | |
| 2016 | Neshama | Eurico Rosa Da Silva | Catherine Day Phillips | Carnegie Hill Stable, Kingfield Racing Stable, Anderson Farms, & J.Fielding | 1:52.34 | |
| 2015 | Academic | Justin Stein | Reade Baker | Bear Stables | 1:48.86 | |
| 2014 | Lexie Lou | Patrick Husbands | Mark E. Casse | Gary Barber | 1:49.77 | |
| 2013 | Nipissing | Steve Bahen | Rachel Halden | Chiefswood Stable | 1:50.34 | |
| 2012 | Irish Mission | Alex Solis | Mark Frostad | Robert S. Evans | 1:50.50 | |
| 2011 | Inglorious | Luis Contreras | Josie Carroll | Donver Stable | 1:51.77 | |
| 2010 | Roan Inish | David J. Moran | Carolyn M. Costigan | Robert J. Costigan | 1:50.53 | |
| 2009 | Milwaukee Appeal | Stewart Elliott | Scott H. Fairlie | C.E.C. Farms | 1:49.84 | |
| 2008 | Ginger Brew | Javier Castellano | Brian A. Lynch | Stronach Stables | 1:51.40 | |
| 2007 | Patrick Husbands | Mark E. Casse | Eugene Melnyk | 1:50.68 | ||
| 2006 | Kimchi | Patrick Husbands | Mark E. Casse | Seasoft Stable | 1:52.23 | |
| 2005 | Gold Strike | Jim McAleney | Reade Baker | Dick Bonnycastle | 1:51.63 | |
| 2004 | Eye of the Sphynx | Todd Kabel | Mark Frostad | Sam-Son Farm | 1:53.11 | |
| 2003 | Too Late Now | Robert Landry | James E. Day | Edna Arrow | 1:53.05 | |
| 2002 | Ginger Gold | Richard Dos Ramos | Sid C. Attard | Jim Dandy Stable | 1:51.56 | |
| 2001 | Dancethruthedawn | Gary Boulanger | Mark Frostad | Sam-Son Farm | 1:51.74 | |
| 2000 | Catch The Ring | Robert Landry | Mark Frostad | Sam-Son Farm | 1:53.16 | |
| 1999 | Touch Dial | Mickey Walls | Tino Attard | Stronach Stables | 1:51.13 | |
| 1998 | Kirby's Song | Todd Kabel | Tino Attard | Kirby Canada Farm | 1:50.80 | |
| 1997 | Capdiva | Robert Landry | Roger Attfield | Legacy Thoroughbred | 1:50.80 | |
| 1996 | Silent Fleet | Steven Bahen | Bernard Girault | Peter Chiodo | 1:50.20 | |
| 1995 | Gal In A Ruckus | Herb McCauley | John T. Ward, Jr. | John C. Oxley | 1:51.20 | |
| 1994 | Plenty Of Sugar | Richard Dos Ramos | Roger Attfield | Kinghaven/Ferguson | 1:49.60 | |
| 1993 | Deputy Jane West | Robin Platts | Macdonald Benson | Lady Slipper Farm | 1:52.40 | |
| 1992 | Hope For A Breeze | Herb McCauley | Paul Nielsen | Hopefield Farm | 1:52.40 | |
| 1991 | Dance Smartly | Pat Day | James E. Day | Sam-Son Farm | 1:51.20 | |
| 1990 | Tiffany's Secret | Sandy Hawley | James E. Day | Sam-Son Farm | 1:51.20 | |
| 1989 | Blondeinamotel | Pat Day | Michael J. Doyle | Windhaven | 1:52.40 | |
| 1988 | Tilt My Halo | Sandy Hawley | James E. Day | Sam-Son Farm | 1:53.00 | |
| 1987 | One From Heaven | Gary Stahlbaum | Phil England | Richard R. Kennedy | 1:51.40 | |
| 1986 | Playlist | Richard Dos Ramos | Roger Attfield | Kinghaven Farms | 1:51.80 | |
| 1985 | La Lorgnette | David Clark | Macdonald Benson | Windfields Farm | 1:51.20 | |
| 1984 | Classy 'n Smart | Irwin Driedger | James E. Day | Sam-Son Farm | 1:51.80 | |
| 1983 | First Summer Day | David Clark | W. Millar | P. B. Ballentine | 1:52.60 | |
| 1982 | Avowal | Brian Swatuk | Arthur H. Warner | Richard R. Kennedy | 1:52.80 | |
| 1981 | Regent Miss | Richard Grubb | George S. Nemett | Whispering Hills | 1:50.80 | |
| 1980 | Par Excellance | Gary Stahlbaum | Jacques Dumas | Knightsbridge-Big Boy | 1:53.20 | |
| 1979 | Kamar | Sandy Hawley | Emile M. Allain | B. K. Y. Stable | 1:51.20 | |
| 1978 | La Voyageuse | James Kelly | Yonnie Starr | Jean-Louis Levesque | 1:50.40 | |
| 1977 | Northernette | Avelino Gomez | Jerry C. Meyer | Asadoorian/Cosentino | 1:52.40 | |
| 1976 | Bye Bye Paris | Jeffrey Fell | Donnie Walker | Conn Smythe | 1:51.40 | |
| 1975 | Reasonable Win | Richard Grubb | Fred H. Loschke | Hammer Kopf Farm | 1:49.80 | |
| 1974 | Trudie Tudor | Sandy Hawley | John Morahan | D. Banks | 1:55.40 | |
| 1973 | Square Angel | Sandy Hawley | Frank H. Merrill Jr. | W. Preston Gilbride | 1:48.80 | |
| 1972 | Happy Victory | Sandy Hawley | David C. Brown | C. J. Jackson | 1:51.80 | |
| 1971 | Lauries Dancer | Sandy Hawley | James C. Bentley | Helen G. Stollery | 1:50.60 | |
| 1970 | South Ocean | Sandy Hawley | Gordon J. McCann | Charles P. B. Taylor | 1:51.40 | |
| 1969 | Cool Mood | Johnny Sellers | John W. Russell | Kinghaven Farm | 1:52.00 | |
| 1968 | Solometeor | William Boland | P. Richards | Windfields Farm | 1:50.80 | |
| 1967 | All We Have | Eric Walsh | Warren Beasley | Warren Beasley | 1:54.80 | |
| 1966 | Northern Minx | Jim Fitzsimmons | Yonnie Starr | Conn Smythe | 1:51.60 | |
| 1965 | Northern Queen | Heliodoro Gustines | Horatio Luro | Windfields Farm | 1:53.20 | |
| 1964 | Later Mel | Avelino Gomez | Willie Thurner | W. J. Farr | 1:52.80 | |
| 1963 | Menedict | Paul Bohenko | Carl F. Chapman | H. A. Grant | 1:55.40 | |
| 1962 | Flaming Page | Jim Fitzsimmons | Horatio Luro | Windfields Farm | 1:52.00 | |
| 1961 | Maid o'North | Cliff Potts | Red Barnard | Shermanor Farm | 1:53.60 | |
| 1960 | Menantic | Avelino Gomez | Gordon J. McCann | Windfields Farm | 1:52.20 | |
| 1959 | Wonder Where | Al Coy | Yonnie Starr | Maloney & Smythe | 1:52.20 | |
| 1958 | Yummy Mummy | E. A. Rodriguez | John Passero | William R. Beasley | 1:45.80 | |
| 1957 | La Belle Rose | Avelino Gomez | Gordon J. McCann | E. P. Taylor | 1:46.60 | |
| 1956 | Air Page | Ed Plesa | Willie Thurner | D. G. Ross | 1:47.20 |