Ka cika wannan jumla: Woolstencroft ya wakilci Kanada a Wasannin Paralympic na Lokacin Hutu na 2002 a Salt Lake City, inda ya ci zinare biyu na zinariya da tagulla. Ta sake wakiltar kasarta a
Wasannin 2006 a Turin, ta lashe zinare a cikin Giant Slalom da azurfa a cikin Super G. Don wasan kwaikwayonta a Wasannin 2006 an zabi Woolstencroft a matsayin Mafi Kyawun Mata a Kyautar Wasanni na Paralympic. Ta yi tunanin yin ritaya bayan wasannin na 2006, amma ta yanke shawarar tsayawa ta hanyar wasannin 2010 a Kanada.