Greasy Pole Competition, May 19, 2026 · The Greasy Pole contest is a fun part of the festival in which participants must try and catch the waving flag at the end of a greased 45-foot-long telephone pole out at sea. The Friday and Saturday contest are for those lucky enough to get their names on the select list of walkers. Jun 29, 2024 · Max Allen walks the greased pole to grab the flag and win the 94th Greasy Pole Contest during St. Jun 30, 2025 · In the annual Gloucester greasy pole competition, where participants take turns running down a greased pole to capture a flag before falling into the water, a 20-year-old came out victorious. The Greasy Pole Contest takes place every year during St. Peter’s Fiesta greasy pole competition on Friday, June 27, 2025. Peter's Fiesta at Pavillion Beach in Gloucester, Massachusetts, on June 28, 2024. Jun 27, 2025 · Joseph Klyce grabs holds up the flag while being carried back to shore after winning the annual St. . Peter's Fiesta in Gloucester, Massachusetts.
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