Brookline High’s boys soccer team advanced to the MIAA Division 1 Round of 16 with a penalty-shootout victory at Hopkinton on Monday, Nov. 9.
The Hopkinton Independent reported that the teams finished regulation and overtime tied 1-1 before Brookline won the shootout 7-6. Max Kagan scored the Warriors’ goal during play. Tournament scoreboards recorded the result as a 2-1 Brookline victory.
The official MIAA bracket lists Brookline as the No. 21 seed and Hopkinton as No. 12. The Warriors entered the tournament at 4-6-7, while the Hillers qualified with a 12-4-2 record.
Brookline’s next opponent will be the winner of No. 5 Wellesley and No. 28 St. John’s Prep. Their Round of 32 game was scheduled for Tuesday, Nov. 10, at 4:30 p.m. in Wellesley.
The Warriors would travel again in the next round because either potential opponent holds a higher seed.
The MIAA’s tournament announcement states that higher-seeded teams host games through the Round of 8. State championship games are scheduled for Nov. 21–22 at Worcester State University and Curry College in Milton.
Natick is the defending Division 1 champion. The MIAA championship history records its 3-2 victory over St. John’s Prep in the 2025 final.
Dates, times and results will be updated on the official tournament bracket.



