Pride of Woodstock High Heel Race

The 2026 Pride of Woodstock Vermont High Heel Race is a fun and fabulous sprint down Elm Street for anyone fierce enough to don pumps, platforms, wedges, stilettos or slingbacks. Costumes, wigs, make-up and sparkle are highly recommended! Spectators can cheer on their favorite contestants as they sashay down the track, navigating obstacles with poise and flair. The event is not just a race – it's a celebration of love, acceptance, and the joy of being true to oneself. Free t-shirt with registration!