Wayland High School is the public high school for the town of Wayland, Massachusetts, United States. During the 2022-2023 school year, there were 824 students enrolled at the high school. Wayland High School is consistently ranked as one of the best schools in the Boston area. In 2023 Boston Magazine ranked WHS as #4 on their list of "Best Public High Schools in Boston".

The first public high school in Wayland was opened in the 1854–1855 school year at 55 Cochituate Road. However, "Classes were suspended in 1859 and again in 1862 because the town was unwilling to vote funds to support a high school."

In 1873 the consolidated Cochituate School was opened to house both older and younger students, but in 1896, due to crowding and rundown buildings, The Center School was built. The school "welcomed students in grades 1 to 12 in 1897. It served as a high school until 1936, and as a junior high school until 1961."

In the 1930s, again due to overcrowding, a new building (now the Wayland Town Building) was constructed behind the Trinitarian Church using federal grant money from the National Industrial Recovery Act of 1933. "[T]he final construction was for a four-classroom building with no basement due to the high water table, all to accommodate 250 students. The plans showed a central building of colonial design with two small wings. Additional wings were built – a gymnasium and cafeteria wing on the north side in 1948 and a classroom wing on the south side in 1951."

During the suburban post-World War II population boom Wayland's population more than doubled (from 4,400 to 10,200 between 1950 and 1960). This new wave of residents included many well-educated individuals: doctors, lawyers, businessmen, who wanted an education for their children that was as professional as theirs. This, combined with overcrowding at the high school led to the formation of the School Building Committee.

Educational consultants Cambridge Consultants, Inc. of Boston were hired to help the town determine what educational changes and structural changes were needed to make the new high school better than the last. At the same time there was a nationwide push to focus on math and science education due the launch of Sputnik. In his 1957 annual report, superintendent Edward J. Anderson cited Sputnik as the reason why math and science needed more attention.

The groundbreaking ceremony for Wayland High School's new open campus was held on April 25, 1959. The campus was designed by Herbert Gallagher and John "Chip" Harkness of The Architects' Collaborative, who were hired by the Town of Wayland in January 1958; the two were assisted by the renowned architect Walter Gropius.

When the high school opened in the fall of 1960, it was hailed for its innovative design. In November 1960 The Architectural Forum wrote, “Probably the most talked-about school plant in the U.S. this fall is a collection of five flat-roofed buildings and a big white dome set down in a green pasture some 16 miles west of Boston." The school received an enormous amount of attention from the press. Featured in Life magazine, Time magazine, The Architectural Forum, The New York Times, and The Boston Globe, it was identified as a leader of the advancement of education.