Popsugar Entertainment Dancing With The Stars Who Has Won Dancing With the Stars? All 29 Celebrities Who Have Won Dancing With the Stars November 24, 2020 by Kelsie Gibson View On One Page Photo 16 of 30 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 16 Season 16: Kellie Pickler Partner: Derek Hough Runner-up: Zendaya Previous Next Start Slideshow Dancing With The StarsFall TVTVReality TV