| Class: | Restricted Stakes |
| Horse Race: | Overskate Stakes |
| Location: | Woodbine Racetrack Toronto, Ontario Canada |
| Inaugurated: | 1997 |
| Race Type: | Thoroughbred - Flat racing |
| Surface: | Inner turf course |
| Track: | left-handed |
| Qualification: | Three-years-old & up (Ontario Sire Stakes program) |
| Weight: | Allowances |
| Purse: | C$100,000[1] |
The Overskate Stakes is a Canadian Thoroughbred horse race run annually during the latter part of October at Woodbine Racetrack in Toronto, Ontario. An Ontario Sire Stakes, it is a restricted race for horses age three and older. It is currently contested over a distance of furlongs on Woodbine's inner turf course with a purse of C$100,000.
Inaugurated in 1997, it is named in honor of Overskate, a Canadian Horse Racing Hall of Fame horse who holds the record for most Sovereign Award with nine.
Prior to 2020, the race was run on the main track at a distance of 7 furlongs.[2]
Speed record:
Most wins:
Most wins by a jockey:
Most wins by a trainer:
Most wins by an owner:
| Year | Winner | Age | Jockey | Trainer | Owner | Time | Ref |
|---|---|---|---|---|---|---|---|
| 2020 | Not So Quiet | 5 | Rafael Hernandez | Mark Casse | Heste Sport | 1:31.03 | [3] |
| 2019 | Dixie's Gamble | 4 | Luis Contreras | Josie Carroll | Ivan Dalos | 1:25.03 | [4] |
| 2018 | Thor's Rocket | 5 | Alan Garcia | Paul Buttigieg | Buttigieg training centre and Gus Viahos | 1:22.48 | [5] |
| 2017 | Pink Lloyd | 5 | E. Rosa Da Silva | Robert Tiller | Entourage Stable | 1:21.73 | [6] |
| 2016 | Touch of Disney | O. Moreno | N. McKnight | Bruno Schickendanz | 1:21.51 | ||
| 2015 | Goodoldhockeygame | E. Rosa Da Silva | Robert Tiller | Frank Di Giulio Jr. | 1:22.72 | ||
| 2014 | Paso Doble | E. Rosa Da Silva | M. Fournier | Centennial Farms | 1:21.43 | ||
| 2013 | Phil's Dream | J. Jones | P. Buttigieg | Buttigieg Training Centre | 1:21.31 | ||
| 2012 | Bear's Peak | J. Stein | R. Baker | Bear Stables | 1:22.46 | ||
| 2011 | Gypsy Ring | J. Stein | P. Buttigieg | Paul Buttigieg | 1:21.54 | ||
| 2010 | Sand Cove | J. Jones | Roger Attfield | Ralph Johnson | 1:22.33 | ||
| 2009 | Yummy With Butter | 5 | Tyler Pizarro | Mark Fournier | Bruno Schickedanz | 1:22.15 | |
| 2008 | Not Bourbon | 3 | Jono Jones | Roger Attfield | Charles E. Fipke | 1:21.78 | |
| 2007 | Dancer's Bajan | 3 | Corey Fraser | Robert P. Tiller | 3 Sons Racing Stable | 1:23.21 | |
| 2006 | Verne's Baby | 4 | Emile Ramsammy | Sid C. Attard | G B Stable | 1:20.54 | |
| 2005 | Mister Coop | 6 | Emile Ramsammy | Daniel J. Vella | R.M.C. Stable | 1:21.30 | |
| 2004 | Barath | 5 | Harry Vega | Guadalupe Preciado | Tze On Yeung | 1:23.06 | |
| 2003 | Mulligan The Great | 4 | James McKnight | Cliff C. Hopmans | Charles E. Simmons | 1:22.02 | |
| 2002 | Krz Ruckus | 5 | Mike P. DePaulo | Ron Guidolin et al. | 1:23.56 | ||
| 2001 | Krz Ruckus | 4 | Ron Guidolin et al. | 1:24.27 | |||
| 2000 | One Way Love | 5 | Patrick Husbands | Abraham R. Katryan | B. Schickedanz & J. Hillier | 1:22.37 | |
| 1999 | Randy Regent | 5 | Todd Kabel | Mark Frostad | Sam-Son Farms | 1:22.40 | |
| 1998 | Deputy Inxs | 7 | Audre & Gordon Cappuccitti | 1:23.20 | |||
| 1997 | Seismic Report | 6 | Mickey Walls | Joe Walls | Shelter Valley Farm | 1:22.80 | |