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Winchester High football celebrates historical season at annual team banquet

On Saturday, Dec. 6, at the WHS cafeteria, it was time to celebrate the Winchester High football team’s historical season. With their family and friends in attendance, the day belonged to the Middlesex League champs, who owned the league for the first time since 1990. COURTESY PHOTO/MAI HARRISON

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The Winchester High football team might have fallen short of its ultimate Gillette Stadium goal, but there was still plenty of positives to celebrate, and so on Dec. 6, at the WHS cafeteria, the Red & Black got together one last time for a team brunch and awards ceremony to recall this historical season.

Winchester High football coach Wally Dembowski receives a gift in recognition of his 15 years of dedication, leadership and unwavering commitment to the program during the annual team awards banquet at the WHS cafeteria on Dec. 6. COURTESY PHOTO/MAI HARRISON

In summary, the Red & Black, the fourth overall seed in Division 2, racked up 11 wins, including two in the playoffs, before dropping their only game of the season to top-seeded Catholic Memorial in the state semifinal round.

But they bounced right back to double up host Woburn in the annual Thanksgiving Day game, 28-14. It was their second straight win over the Tanners, and now lead in the overall series, 57-55-12.

The high-powered Winchester offense ended up scoring 450 points in 12 games, while the defense only gave up 160. After all of that, the Winchester boys were able to win the program’s first Middlesex League title since 1990.

Here are a couple of personally autographed cornhole boards that were made with love and appreciation by the WHS football players for their coach Wally Dembowski. The boards were presented to him as a season-ending gift from them during the annual team banquet on Dec. 6 at the WHS cafeteria. Each player signed them, which made these gifts even more meaningful, because the coach hosts a cornhole tournament every year. COURTESY PHOTO/MAI HARRISON

Joe McConnell is a longtime, award-winning sports editor for numerous North Shore publications. He began covering Winchester sports for the News last November.

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