Winston Kinnard Garland (born December 19, 1964) is an American former professional basketball player at the point guard position.

His best year as a professional came during the 1988–89 season as a member of the Warriors, appearing in 79 games and averaging 14.5 ppg.

He played one year professionally in Italy, for Benetton Treviso (1993–94, won the Italian Cup).

In his junior year, Garland lost the 1982 Indiana State Championship in the last seconds to Plymouth High School, which was led by Scott Skiles, who would go on to play in the NBA.

In 2007, he was inducted into the Indiana High School Basketball Hall of Fame Silver Anniversary Team.