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The Kingston Sheep Dog Trials began on a private farm in the former Pittsburgh Township near Kingston, and became an established public event when the Township took it over as part of its bi-centennial celebrations in 1988. From its humble beginnings with a handful of competitors and fewer spectators, it now attracts 7000 people and many of the world's top trials handlers and dogs. The trial has developed a reputation for its high caliber level of competition throughout the trialing circuits across the nation, and overseas.

The Kingston Sheep Dog Trials have become widely recognized as a quality event that entertains local and regional residents as well as tourists from across North America and around the globe.

The Kingston Sheep Dog Trials is the largest Sheep Dog Trial in Canada and the third largest in North America.

Over the past 29 years, the Trials have been able to refine the program and have created an authentic re-creation of sheep herding at its finest, an educational element, and a unique group of secondary attractions in a pastoral setting.