Following his playing and coaching career, Berry became an umpire in the American League from 1942 through 1962. He officiated in five World Series (1946, 1950, 1954, 1958, 1962) and five All-Star Games (1944, 1948, 1952, 1956, second 1959 game), calling balls and strikes for the first half of the 1948 and 1956 games. He was the third base umpire for the one-game playoff to decide the AL pennant, and after becoming a league umpiring supervisor returned to the field for the first game of the 1970 American League Championship Series during an umpires' strike, working the outfield. On July 1, 1951, he was behind the plate when Bob Feller became the first pitcher to throw three the no-hitters in the AL; Berry later worked the bases for four more no-hitters. At the same time, he was a head linesman for the NFL for 24 seasons, officiating in 12 championship games including the renowned "Sudden Death" championship game between the Baltimore Colts and New York Giants in 1958. In fact, he is the only man to have officiated the World Series, the NFL Championship and the College All-Star game in one year.