Getty How many gold medals has Canada won at the Winter Olympics? Team Canada is one of the best men’s hockey teams at the Winter Olympics . Having NHL ers on the team certainly helps, but it hasn’t always been that way. The NHL was finally allowed to have players participate in the Olympics in 1998. The 2026 Winter Olympics feature the likes of Connor McDavid of the Edmonton Oilers , Jack Hughes of the New Jersey Devils , Auston Matthews of the Toronto Maple Leafs , and Sidney Crosby of the