Captain of the 2002-03 UW squad, Winchester began his career with a 1999-2000 team that captured the Western Collegiate Hockey Association’s (WCHA) regular season championship, the MacNaughton Cup. That rookie season, he tallied nine goals and 18 points. He also represented Team USA at teh 2000 World Junior Championship.
Following his freshman year, Winchester joined teammates John Eichelberger, Brian Fahey and Dany Heatley in hearing their names called at the 2000 NHL Draft. He was selected in the second round by the Edmonton Oilers with the 35th overall pick.
After getting drafted, Winchester enjoyed success in his final three seasons at Wisconsin, helping the Badgers to their second-straight NCAA tournament appearance his sophomore year, and leading the team in scoring (14-20=34), game-winning goals (3) and power-play goals (5) during his junior campaign.
During his senior campaign, Winchester served as the team’s captain and was named to the 2002 Bank One Badger Hockey Showdown All-Tournament Team.
Winchester finished his career at Wisconsin with 40 goals and 84 points in 150 games.
Following a successful stint at UW, Winchester went on to play seven seasons in the NHL. In his first professional season, Winchester split games between the NHL’s Edmonton Oilers and the American Hockey League’s (AHL) Hamilton Bulldogs before making his playoff debut in the second game of a series against the No. 1-seeded Detroit Red Wings, scoring the game-winning goal.
After a second season with the Oilers, Winchester moved along to the Dallas Stars, before skated for St. Louis for the 2008-09 season. He went on to play three seasons for the Blues, tallying 45 points in 147 games, before being traded to Anaheim.
Winchester finished his NHL career in San Jose, appearing in 68 contests for the Sharks and ending the 2011-12 season with six goals and 10 points.
After playing three seasons in the AHL, Winchester retired from professional hockey in 2015.
A Wisconsin legacy player, Winchester’s UW followed in the footsteps of his father, Gary, whose successful career from 1970-74 was marked by the Badgers’ first NCAA title during the 1972-73 season.