The original Woodland Park School, built in 1890, was a two-story, white frame building with two teachers. The school was built on a plot of land behind the current location of the Cultural Center. During 1924, the school was consolidated with four other districts, involving the Edlow District located three miles west of Woodland Park, and three teachers were then needed. Only grades 1-10 were served; grades 11 and 12 went to Manitou Springs High School. Woodland Park School District voters approved a bond issue shortly after World War I and, with government aid, constructed a brick school building containing four classrooms and a large central stage where many community functions were held. The first graduation of the high school happened in 1926. From 1935 to 1938, the gymnasium at Midland Avenue was constructed and two more classrooms were added. By 1942, there were 107 students enrolled in all grades. In, 1946 the Divide school district was brought into the Woodland Park School District. In 1959 the residents of Teller County voted to reduce the school districts to two: Cripple Creek-Victor Re-1 and Woodland Park Re-2. This added the Midland and Florissant schools to the Woodland Park School District. In 1975 a new junior high was built at the spot where the high school now stands. By 1984 the school district was bursting at the seams. The kindergarten was housed in a rented building on Baldwin and the district administration was housed in a rented building on Highway 24. In 1986 construction started on the middle school, which was finished in 1991. By 1990 the district was educating over 3,200 students. In 2003 another bond issue was approved by the voters which allowed for $14.6 million of expansion and repairs at the high school which included 11 new classrooms, new shop facilities, band and choir room and a new performing arts auditorium. More parking space was also added. WPHS now serves approximately 950 students in grades 9 through 12. In 2006, the school had a graduation rate of 86.7%.
Woodland Park High School offers many extracurricular activities. Sports include baseball, boosters, boys' basketball, boys' soccer, cheerleading, cross country, football, girls' basketball, girls' soccer, golf, softball, track and field, volleyball and wrestling. Activities include Beta Club, Key Club, Best Buddies, S.O.S Club, Counter-Strike Club, forensics, choir, and band.
