The increasing size of the student body as well as the evolving nature of education challenged the capability of the 1938 building to meet the needs of the school community effectively and safely.
[6] In October 2007, a public meeting was held to introduce several options for the expansion of the school, including renovation and extension of the existing building and its demolition and replacement by a completely new structure.
[7] After much analysis, the existing structure was declared to be a good example of the Art Deco style of architecture; however, it was found by the American Institute of Architects (A.I.A.)
The new structure, which opened to students in February 2012, incorporates some of the design features of the prior building and is limited in its visual impact to blend with the surrounding residential neighborhood.
The game usually takes place on Thanksgiving Day, with Wellesley beating Needham 24–17 in the last iteration to improve their all-time record to 66-60-9.
[19] In June 2010, the Wellesley High School boys' tennis team defeated St. John's 5–0 to win its first ever Division 1 State Championship.
[20] In 2013, the Wellesley High School girls' tennis team defeated Notre Dame Academy to win the state championships.
[21] On June 10, 2016, the Wellesley High School girls' tennis team won the Division I State Championships.
[22] On November 19, 2016, Wellesley High School boys' cross country team, coached by former Olympian Tim Broe, won the Division I State Championships.
Some of the most notable works by the Wellesley High School performing arts department include the Keynote and Rice Street singer's involvement with the Boston Pops, as well as the band and orchestra programs.
Child Lab is a developmentally appropriate laboratory preschool for 3, 4, and 5 year olds located on the ground floor of Wellesley High School.