One of two daughters to Governor General Lord Stanley of Preston, Isobel Stanley inherited her father's passion for hockey, becoming a fixture on the rink outside Government House in Ottawa. After attending her first organized contest at the Montreal Winter Carnival in 1889, Isobel donned the customary long skirt to play in the regular ladies shinny games at Rideau Hall. A photograph taken there in 1890 of Isobel and her Government House teammates is thought to be the first recorded image of women's participation in hockey.
Isobel made an even greater contribution to the game she loved when, with the help of her brothers, she convinced her father to purchase a silver cup to present annually to the best amateur team in the Dominion of Canada.
Isobel Stanley, Library and Archives Canada
One of Canada's first great athletes, Donald H. (Dan) Bain went on to become hockey's original overtime hero. Born in Belleville, Ont., Bain grew up in Winnipeg, where he excelled at a host of sports and joined the Victorias of the Manitoba Hockey League near the end off the 19th century.
Considered one of the finest playmakers of the pre-NHL era, the muscular Bain scored the Stanley Cup-winning goal in Winnipeg's stunning upset of the mighty Montreal Victorias in 1896 – the first time a team from outside Montreal won hockey's most coveted prize.
Bain produced more heroics five years later, becoming the first player to net the Cup-winner in overtime as the Winnipeg Victorias shocked the powerful Montreal Shamrocks.
Dubbed the "Masked Man" after he donned a rudimentary wooden shield to protect a broken nose, Bain was named Canada's top sportsman of the last half of the 19th century and received induction into the Hockey Hall of Fame upon its opening in 1945.
Dan Bain, Library and Archives Canada