1958 UMass Redmen football team

The 1958 UMass Redmen football team represented the University of Massachusetts Amherst in the 1958 college football season as a member of the Yankee Conference. The team was coached by Charlie O'Rourke and played its home games at Alumni Field in Amherst, Massachusetts. UMass finished the season with a record of 2–6 overall and 1–3 in conference play.