Douglass High School was a segregated high school in North Webster Groves, Missouri from 1926 until 1956. Named after abolitionist Frederick Douglass, the school served the area of North Webster, which had been settled by many black families after the Civil War.

The school was formed when the Webster Groves School District decided to stop paying tuition for students to attend the all-black Sumner High School, founded in 1875, which was miles away in St. Louis. So an elementary school, Douglass Elementary, dating from 1866, was expanded into a high school in the 1920s. Douglass High School was the only accredited public high school for African-American students in St. Louis County until the end of segregation in 1957.