[1][2] The bar was established in June 1989,[1][3] and has since become a landmark within the Church and Wellesley village and a popular destination for LGBT tourists visiting the city.

These competitions are judged on popularity, with the contestant receiving the most applause crowned the winner.

The top positions receive cash prizes and passes to local gay establishments, including dance clubs and bathhouses.

The bar is also one of Toronto's primary venues for drag queen shows.

Woody's was also the highlight of a skit on Late Night with Conan O'Brien, and portions of the 2020 film Jump, Darling take place in a thinly veiled parody of Woody's called "Peckers".