[2][4][5] It also features live music, children's activities, and an annual pickle juice drinking competition, the winner of which is crowned the "Mayor of Picklesburgh".

[8][9] Pittsburgh Downtown Partnership president Jeremy Waldrup explained that pickles "speak to the ethnic, cultural history of Pittsburgh, as a melting pot for Eastern European ethnic communities",[10] although numerous countries of Western culture with significant diasporas in the United States, like Germany and Poland, also employ pickling in their national cuisines.

[11] The 2017 festival was held at the nearby Roberto Clemente Bridge, where it also took place in 2018 and 2019, gradually taking up more abutting street space each year.

[18] Pittsburgh Downtown Partnership director Jack Dougherty remarked, "At times, especially during our peak hours, it would get very crowded and just kind of become a little uncomfortable for everyone in attendance.

[22] The all-time record was set at Picklesburgh 2022, when Wisconsin-based TikTok content creator Jalen Franko won the competition by drinking the quart of juice in 4.5 seconds.