Widlansky was drafted in the 11th round (339 overall) in the 2007 MLB draft by the Baltimore Orioles. He was assigned to the Aberdeen IronBirds of the New York–Penn League as a left fielder. While playing for the Ironbirds, Widlansky broke the team record for most RBIs in a single month in July 2008. Widlansky was chosen by fans to be on the American League roster of the 2008 New York–Penn League All-Star Game. On August 20, 2008, he was promoted to Class-A Delmarva Shorebirds, for whom he played 12 games.