| Class: | Grade III |
| Horse Race: | Bold Venture stakes |
| Location: | Woodbine Racetrack Toronto, Ontario, Canada |
| Inaugurated: | 1956 |
| Race Type: | Thoroughbred - Flat racing |
| Distance: | 6.5 furlongs |
| Surface: | Tapeta all weather |
| Track: | left-handed |
| Qualification: | Three-year-olds and up |
| Weight: | Weight-For-Age |
| Purse: | CAN$125,000 |
The Bold Venture Stakes is a Thoroughbred horse race run annually at Woodbine Racetrack in Toronto, Ontario, Canada. Open to horses age three and older, it is contested during the second half of July on Tapeta synthetic dirt over a distance of six and a half furlongs. Currently the race offers a purse of CAN$125,000.
Inaugurated in 1956 at the Fort Erie Racetrack, the race was named in honor of Bold Venture, winner of the 1936 Kentucky Derby and Preakness Stakes.
This race was upgraded to a Grade III event in 2012.[1]
Fatal Bullet set a new track record time for the furlong distance of 1:14.54 when winning the 2008 renewal.[2]
| Year | Winner | Age | Jockey | Trainer | Owner | Time |
|---|---|---|---|---|---|---|
| 2021 | Pink Lloyd | 9 | Rafael Manuel Hernandez | Robert Tiller | Entourage Stable | 1:15.13 |
| 2020 | Pink Lloyd | 8 | Rafael Manuel Hernandez | Robert Tiller | Entourage Stable | 1:16.03 |
| 2019 | Yorkton | 5 | Patrick Husbands | Stuart Simon | Chiefswood Stable | 1:14.96 |
| 2018 | Yorkton | 4 | Jesse Campbell | Stuart Simon | Chiefswood Stable | 1:15.05 |
| 2017 | Ikerrin Road | 4 | David Moran | Vito Armata | Alpine Stable | 1:15.40 |
| 2016 | Puntrooskie | 5 | Patrick Husbands | Donald MacRae | Lay, Loughry and D Mac Racing Stable | 1:16.06 |
| 2015 | Stacked Deck | 4 | Luis Saez | Barbara J. Minshall | Bruce Lunsford | 1:14.75 |
| 2014 | Calgary Cat | 4 | Eurico Rosa Da Silva | Kevin Attard | Chesney/Hoffman | 1:14.91 |
| 2013 | Essence Hit Man | 6 | Jesse M. Campbell | Larry Cappuccitti | A & G Racing | 1:15.46 |
| 2012 | Essence Hit Man | 5 | Jesse M. Campbell | Audre Cappuccitti | Cappuccitti/Audre/Gordon | 1:15.82 |
| 2011 | Hollywood Hit | 5 | James McAleney | Terry Jordan | Peter Redekop B C., Ltd. | 1:14.76 |
| 2010 | Smokey Fire | 5 | Emma-Jayne Wilson | Sid C. Attard | Jim Dandy Stable | 1:15.78 |
| 2009 | 4 | Eurico Rosa da Silva | Reade Baker | Bear Stables | 1:14.90 | |
| 2008 | 3 | Eurico Rosa da Silva | Reade Baker | Bear Stables | 1:14.54 | |
| 2007 | Gangster | 6 | Todd Kabel | Sid C. Attard | Goldmart Farms | 1:16.02 |