Established in the nineteenth century, Ashland High School is home to the Clockers.

In 2009, the school had probable cases of the swine flu pandemic.

On September 21, 2020, the school hosted a first-round game of the 2020 U.S. Open Cup qualification soccer tournament.

According to Massachusetts Department of Elementary and Secondary Education annual statistics, for the 2020–2021 academic year, the demographic enrollment distributions for race, gender and grade level at Ashland High School (Massachusetts) are as follows:

Total number of enrolled students: 805 Total number of full-time equivalent educators: 56.8 Therefore, the student to teacher ratio for this school is 14.2:1 * Approximate number of enrolled pupils is calculated based on total number of students in district, multiplied by reported percentage, and rounded to nearest whole student.