Brookline High School

• Name — Brookline High School • Location — 115 Greenough Street Brookline, Massachusetts 02445 • Fundingtype — Public • Schooltype — High School • Grades — 9–12 • Enrollment — 2,181 (2024-2025) • Teaching Staff — 183.50 (FTE) • Ratio — 11.89 • District — Public Schools of Brookline • Team Name — Warriors • Athletic Conference — Bay State Conference • Mascot — Spartan Warrior • Colors — Red blue Blue • Newspaper — The Cypress • Website — https: bhs.psbma.org/ • Headmaster — Anthony Meyer

Brookline High School was founded in the Spring of 1843. Instruction began on August 17, 1843, on the lower floor of the Town Hall on Walnut Street, which was described by a former student as a "dismal, damp and dark room... not unlike a tomb." Benjamin H. Rhodes, a Brown University graduate, was the founding headmaster, serving until 1847. Rhodes was succeeded as headmaster by Hezekia Shailer who served until 1854. John Emory Hoar, a Harvard College graduate, then served as headmaster for 33 years until 1888. On November 3, 1856, the second Brookline High School location, a newly constructed two-story building on School Street designed by architect Joseph L. Richard, opened. In fall 1895, the third and present location of Brookline High School opened as Shailer Hall, a new three and a half story brick structure with a pitched roof designed by architects Andrews, Jaques and Rantoul.

In September 1903, the Manual Arts building, which was built at a cost of $100,000 on Tappan Street, opened. The ninth grade moved from the School of Practical Arts in the elementary schools to the high school in September 1921, following an addition to the main building, which increased the capacity to 1500 students. In 1965, the main building was expanded and remodeled at a cost of $1.5 million. The school has Symbolic Panels made by the sculptor John A. Wilson.

In May 2018, Brookline voters supported a debt exclusion override to fund the expansion and renovation of Brookline High School. This building project included the construction of a new building at the 111 Cypress Street site, a new Science, Technology, Engineering, and Math (STEM) building to replace the building at the corner of Tappan and Greenough Streets, renovations to the 3rd floor of the main building and the Tappan gymnasium, as well as improvements to Cypress Field. In early 2022, Brookline High School opened a new building on 22 Tappan Street, designed primarily to house freshmen.

Brookline High School has received the gold medal for Best High Schools from U.S. News & World Report. Boston magazine has frequently ranked Brookline High School as one of the best high schools in Massachusetts for academic performance; in 2008, the magazine ranked Brookline High School top in the state. In 2024, Boston magazine ranked Brookline High School as the 19th-best public school in Massachusetts. As of 2024, Brookline High School was ranked 50th nationally for STEM (Science, Technology, Engineering and Mathematics), according to U.S. News & World Report. Although the Advanced Placement (AP) program at Brookline High School is smaller than at other high schools, it has grown dramatically over the past decade. In 2020–21, 435 students took 797 AP exams, and 91.9% of students scored "3" or above on these exams. In 2019, Brookline High School was ranked in the top 5% of the most challenging public high schools in America (952nd of 22,000). The rank was determined by the Challenge Index defined as the number of Advanced Placement, International Baccalaureate or Cambridge tests taken in a year relative to the number of seniors who graduate. In 2020, the 5-year graduation rate was 96.5% with 86% of students planning to attend a 4-Year private or public college.

Brookline High School features the largest interscholastic athletics program in New England, with 71 teams in 40 sports. Some of the atypical sports include squash, curling, golf, ultimate disc, crew, sailing, water polo, and rugby. In 2014, Brookline High School rebranded their athletics program. The new logo featured a Spartan Warrior's helmet, successor to the arrowhead logo. A new color scheme was also introduced with navy blue replacing royal blue.

In 2013, the Brookline High School boys crew team took home their first national championship; the winning lightweight double featured athletes who would later go on to row on the lightweight teams at Cornell and Princeton universities. In 2014, the boys took home a bronze at nationals in the openweight double, only to win another national title in the double in 2015. In 2016, the boys lightweight four won their regional championship, but fell short of a third national title, placing 5th at nationals.

In 2007, the Brookline High School boys cross country team won the first ever Nike Team Nationals northeast regional meet by just one point over Danbury High School in Bowdoin Park, New York. They went on to place 7th at Nike Team Nationals in Portland, Oregon. In addition to the 2007 campaign, in the 2006 and 2009 seasons the team placed 3rd at the Massachusetts Division 1 State Meet, in 2005 they finished 2nd, and on November 20, 2010, won their second state championship, giving them their fifth top three finish in six years and second 1st-place finish in four. On November 19, 2011, they won their third state championship, for a run of three championships in five years. In 2022, 2023, 2024, and 2025 the boys cross country team won the MIAA Division 1 State Championship marking a historic 4-peat (7th title in program history) under Coach Michael Glennon.

In 2021, the boys soccer team won the MIAA Division 1 State Championship.

In 1978, the girls volleyball team won the MIAA State Championship. The boys volleyball team won the MIAA State Championship in 1989, 1990 and 1992. Under Head Coach Lexi De La Cruz, in 2025 the boys volleyball team won the MIAA Division 1 State Championship led by Kris Vaivars, Alec Smagula, Liam Raybould, Conor Christopher, Luka Gallucci, and Amir Tomer with a record of 23-1. In 2026 the boys volleyball team won the MIAA Division 1 State Championship led by Alec Smagula, Kais Al-Fakhuri, Liam Raybould, Luka Gallucci, Zach Spencer, and Amir Tomer with a record of 19-2.

Since 1894, the Brookline High School football team has played rival Newton North High School in the traditional annual Thanksgiving Day game, one of the oldest high school football rivalries in Massachusetts and on the list of high school football rivalries more than 100 years old. As of late, however, their football team has struggled, finishing with 4 wins or more only four times since an appearance in the state championship in 1994 (2004, 2011, 2014, 2025). The last time Brookline beat Newton North was 2011.

In 2022, Brookline High School athletes finished third in the women's under-17 fours at Head of the Charles. Because the crew is not recognized as a school sport in the fall, the athletes rowed under the club name of Friends of Brookline Rowing, whose members are the same as those of the high school's spring rowing team. In 2023, the boys crew team took home two bronzes at regionals in the men's under-17 fours and men's youth second fours categories.

In 1993, Brookline High School was the first public high school in the nation to organize and support a girls' wrestling team, which has since been duplicated by hundreds of high schools nationally.

In 1985, the Brookline High School boys Swimming & Diving team won the MIAA State Championship.

The most popular athletics program at Brookline High School, as of 2017, is ultimate disc with over 110 students participating.

The Cypress, formerly The Sagamore, is a school-affiliated newspaper published monthly by students of Brookline High School. The first issue appeared in January 1895. The newspaper is independent; the production is funded entirely through selling advertisements and subscriptions. It receives no funding from the high school. Over the past few years, the paper has publicized and discussed issues in and around the school, including racism and teenage pregnancy. The school is noted for its tradition of high tolerance of sensitive topics discussed in the newspaper. In 2011, New England Scholastic Press Association awarded The Sagamore "Highest Achievement" in Newspaper Class I category.

• On September 25, 1936, Shailer Hall, the original Brookline High School building constructed in 1895, was destroyed by fire. One hundred and sixty firemen fought the fire with at least fourteen treated for injuries. The cause and origin of the fire was a defective incinerator flue in a chimney. Financial losses amounted to $3 million in 2022 dollars. • In 2005, members of Fred Phelps' anti-gay Westboro Baptist Church protested at the graduation ceremony against Brookline High's strong acceptance of homosexuality. They were met by dozens of supporters and counter-protesters. Members from the Westboro Baptist Church protested again in 2009. They were met with about 2,000 counter-protesters, including students and members of Brookline High School's staff and various other groups from surrounding areas. • In November 2017, Brookline High School students coordinated a walkout concerning the racial climate present through the high school. This event occurred after the spread of student produced videos containing racial slurs. The incident made local news and sparked discussion. • In May 2020, amidst the COVID-19 pandemic, hundreds of Brookline High School teachers were laid off due to lack of funding. This was met with criticism on a local level, causing protests and criticisms on the management of the school's administration.

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