The Hubbells remained on the Novice level for the 2005–2006 season. At the Eastern Great Lakes Regional Championships, they won all three segments of the competition to win the gold medal. This win qualified them for the Midwestern Sectional Championships, where they competed under the ISU Judging System for the first time. They won all three segments of the competition to win the gold medal by a margin of victory of 8.88 points ahead of silver medalists Piper Gilles / Timothy McKernan. This win qualified them for the 2006 U.S. Championships. At the event, the Hubbells tied with fellow sibling team Cathy Reed / Chris Reed in the first compulsory dance with a score of 19.23. The tie was broken by the technical elements mark and so the Hubbells won that segment of the competition. The Hubbells won the second compulsory dance by a margin of 0.29 points ahead of the Reeds. The Hubbells lost the free dance to the Reeds by 1.68 points. The Hubbells placed second overall, winning the silver medal and placed second overall by a margin of 1.39 points behind the Reeds and 6.22 points ahead of bronze medalists Samantha Tomarchio / Nicholas Sinchak.