[5] The school was first located at Riverside Avenue in a three-level red brick building.

[6] In 1958 Staples High School moved to its current location on a 9-acre (3.6 ha) campus at 70 North Avenue.

[8] On April 24, 1884, businesses closed early in Westport to celebrate the dedication of Staples High School.

[6] From 1966 to 1969, Staples attracted some of the biggest names in music to perform in concert.

The Animals, Cream, the Yardbirds, the Young Rascals, Sly and the Family Stone and Louis Armstrong to name a few.