The Hopkinton High School boys soccer team’s impressive season came to an end Monday with a heartbreaking loss to visiting Brookline in a Division 1 state tournament game that went to an extended penalty shootout.

After a 1-1 tie through regulation and overtime, 21st-seeded Brookline scored on all seven of its penalty kicks despite a valiant effort from Hillers goalie Owen Tomasino-Steuer, who had been hobbled with a leg injury for much of the game.

HHS players Amir Mansoor, Dilpreet Gill, Hunter Buigut, Jacob Logan and Daniel Morrissey connected on their penalty kicks to push the shootout into sudden death. Sean Morrissey gave the Hillers a final goal before the magical run ended.

Hopkinton took a lead just six minutes into the game, as Joshua Fonseca delivered a perfect corner kick to the far side of the crease, over the head of the goalie, who was standing in the middle. Connor McNally raced over and headed it, and the ball appeared to deflect off the head of a defender who was next to McNally before going into the back of net.

Early in the second half, Brookline’s Max Kagan closed in on the right side and took a shot that was stopped by HHS defender Landon Fitzgibbons. However, the rebound came right back to Kagan, who didn’t miss this time. His 10-foot blast caught the near post and deflected in past a helpless Tomasino-Steuer.

HHS, the 10th seed, ends it season at 12-5-2.