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As the Winchester High football team gets ready for the Division 2 Elite 8 game against host Chelmsford on Friday night (Nov. 13) at 7 p.m., here’s a look back through a series of photos at last Friday night’s Round of 16 contest against North Quincy at Quincy’s Veterans Memorial Stadium.
With a steady stream of rain falling from the sky throughout, the Red & Black toughened up in the fourth quarter to dominate the host Raiders, eventually winning the game, 40-29.

The electronic scoreboard at Quincy’s Veterans Memorial Stadium is ready to go for last Friday night’s Round of 16 game between host North Quincy and Winchester. COURTESY PHOTO

Winchester High running back Domenic Vozzella receives congratulations from teammate Zayne Osman after scoring one of his three touchdowns against North Quincy during last Friday night’s Round of 16 game in Quincy. COURTESY PHOTO

A North Quincy player tried to pull Winchester High quarterback Peter Alexopoulos (7) down during last Friday night’s Round of 16 game in Quincy, but to no avail. COURTESY PHOTO

Winchester High football Coach Wally Dembowski shows his frustration through the rain during last Friday night’s Round of 16 game against North Quincy in Quincy. But in the end, he was vindicated after his players staged a comeback in the fourth quarter to win the game, 40-29. COURTESY PHOTO

Winchester High quarterback Peter Alexopoulos (7) is all fired up after making a play against North Quincy during last Friday night’s Round of 16 game in Quincy. COURTESY PHOTO

Winchester High quarterback Peter Alexopoulos (7) goes to the air to complete a pass against North Quincy during last Friday night’s Round of 16 game in Quincy. COURTESY PHOTO
Joe McConnell is a longtime, award-winning sports editor for numerous North Shore publications. He has been covering Winchester sports for the News since November 2024 and is currently its Sports Editor. He can be reached at editor@winchesternews.org.