The Highlander Stakes is a Thoroughbred horse race run annually at Woodbine Racetrack in Toronto, Ontario, Canada. Run in mid to late June, the Grade II race is open to horses aged three and older. Raced over a distance of six furlongs on turf, it currently offers a purse of $250,000. The race was upgraded to Grade II status for 2010, fell to a Grade III, and restored as a Grade II event in 2014. In 2018, the Jockey Club of Canada moved it to Grade I status. The event was downgraded to Grade II in 2022.