Author: Tommy Kowalczuk, WHS Class of '26 The Red & Black’s remarkable postseason run came to an end on Friday, as Winchester fell 49–0 to an exceptionally strong Catholic Memorial squad in the MIAA Division 2 State Semifinals . It was a difficult day on the field, but one that doesn’t overshadow the historic season Winchester put together. From the opening whistle, it was clear Catholic Memorial was one of the most dominant teams in the state — and arguably the region. CM’s

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester Red & Black football team continues its postseason surge, earning a hard-fought 38–21 victory over Lincoln-Sudbury in the MIAA Division 2 quarterfinals and punching its ticket to the Final Four. The win showcased a balanced attack, dominant defense, and standout special teams play, proving the Red & Black are a force to be reckoned with as the playoffs continue. Winchester High School advances to the Final Four. Offensi

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester football team put on a commanding performance Friday night, cruising to a 42–6 win over North Quincy in one of their most complete games of the season. The Red & Black came out firing on all cylinders — explosive on offense, locked down on defense, and completely in control from start to finish. Captain Gianni DePrimeo, who scored three touchdowns in last Friday night’s dominating win over visiting Belmont, and his team

Author: Joe McConnell | Winchester News Correspondent The Winchester High School football team (5-0) took a giant step forward in the Division 2 power rankings this past week, going from fifth to second after defeating Middlesex League rival Reading (1-4) at Knowlton last Friday night, Oct. 10, 42-14. The latest state weekly seedings came out on Tuesday, Oct. 14, and only Catholic Memorial is ahead of the Red & Black in the 22-team division, even though both squads have ident

Author: Joe McConnell | Winchester News Correspondent Winchester High senior linebacker and captain Bryan Harrison (54) takes down a...

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester boys varsity football team kept its undefeated streak alive Friday night in...