Constructed out of concrete in a cow pasture known as "Bellows Field," the Heritage Building originally consisted of 15 classrooms, a gymnasium and an auditorium.

[4] In 1987, Roseburg hosted Benson Polytechnic High School in a quarter-final football playoff game.

[12] The school's "Indians" mascot has been the source of controversy, with some claiming it perpetuates harmful stereotypes and is detrimental to Native American students.

As per Oregon law, Roseburg High School and the Cow Creek Band of Umpqua Tribe of Indians have had an agreement to use the mascot since 2017.

[13][14] At 7:45am on February 23, 2006, 14-year-old freshman Vincent Wayne Leordoro shot and critically wounded 16-year-old Joseph Monti in the school's courtyard.