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For the 2026 school year, there are 8 public schools serving 1,696 students in Middlesboro, KY (there are , serving 172 private students). 91% of all K-12 students in Middlesboro, KY are educated in public schools (compared to the KY state average of 90%).

The top-ranked public schools in Middlesboro, KY are Middlesboro Alternative School, Yellow Creek School Center and Middlesboro Middle School. Overall testing rank is based on a school's combined math and reading proficiency test score ranking.

Middlesboro, KY public schools have an average math proficiency score of 28% (versus the Kentucky public school average of 39%), and reading proficiency score of 40% (versus the 45% statewide average). Schools in Middlesboro have an average ranking of 3/10, which is in the bottom 50% of Kentucky public schools.

Minority enrollment is 13% of the student body (majority Black), which is less than the Kentucky public school average of 28% (majority Black and Hispanic).