Since November 2023, the superintendent has been Van Ayres,[6][11] who was previously Chief of Strategic Planning and Partnerships, and Deputy of Schools for Hillsborough County.

Poetry Jam is a coordination between the Hillsborough County Public Schools Library Media Services and the Arts in Education Department.

[15] SLAM Showcase is a celebration of reading based around the SSYRA Jr, Sunshine State Young Readers Award Junior, SSYRA, Sunshine State Young Readers Award, and Florida Teen Reads selected works each year.

[16] The Storytelling Festival is put on by the Tampa-Hillsborough County Public Library and Hillsborough County Public School Libraries participates each year by bringing storytellers into elementary schools to host workshops for students.

Hillsborough County Schools provides athletic opportunities for high school boys in baseball, basketball, cross country, football, golf, soccer, swimming, tennis, track and field, wrestling, and lacrosse.

For high school girls, the sports are basketball, cheer, cross country, flag football, golf, soccer, softball, swimming, tennis, track and field, lacrosse, and volleyball.

Prior to 1956, many of the schools in the county in the eastern section near Plant City maintained an unusual schedule based on the strawberry growing season.

[21] The district spent much of the next 9 years employing various strategies designed to delay integration of the schools.

[24] In 1991, the district received court approval for a cluster plan to lessen disruption to students.

[21] A 1998 court ruling agreed that Hillsborough County's school's were not yet "desegregated to the maximum extent practicable" and continued federal monitoring of the process.

During some local school sponsored sporting events the district will utilize the Florida Highway Patrol, USF Police Department, and Tampa Airport Police Department in conjunction with the other agencies to provide security.

Since the school sponsored events are generally served by off-duty law enforcement officers, other local agencies may also be present.

The initial increase for most was at least a few thousand dollars, with those earning evaluation scores of 4 or 5 receiving an additional $2,000 or $3,000 each year, respectively.