The Holbrook Bulldogs came into the season with a good team and high expectations. They won their first two games, and second win was important as Coach Gifford became the first coach in Massachusetts to win 400 basketball games. The bulldogs would hit a speed bump as they lost the next two games in the season. Later on they would snap that losing streak and went on a roll, winning four games in a row. It was hard work, but the boys were able to maintain their momentum and they gradually became the number one team in the Mayflower League comprehensive division.  The players were all working well, and even the bench players were getting playing time while the team was winning.

The Bulldogs would become the league champions as they beat Sacred Heart on February 20th. Later on they would then be invited to play in a tournament, which would result in the Bulldogs winning all three  games, beating the Westport Wildcats, Norfolk Aggie and Bristol Aggie.  A few games later, junior, Kyree LaPlanche was able to score his 1,000th career point against South Shore Christian Academy.

The Bulldogs qualified for the state tournament, but they would end up losing 76-71 against Bishop Connolly. It was a hard fought season, and the Bulldogs were able to get a banner for the school in their last season in the old building. Despite the disappointment of losing in the tournament, there is excitement for next year, as the team will play in a brand new facility in the new school, with lots of talented players returning.