Under head coach Robin Chandler, the program has reached the pinnacle of New England prep school field hockey and remained there for more than a decade. The team has won 12 New England Class A championships, including 10 consecutive titles from 2002-2011 and most recently in 2014. The Bearcats have also captured 17 Founders League titles (1997, 1998, 1999, 2000, 2002, 2003, 2004, 2006-2015) and 12 Western New England Championships (1998, 1999, 2003, 2006, 2007, 2008, 2010-2015) under Coach Chandler, whose record with the team stands at 303-22-17.
Current head coach Kait Leonard '06, a former standout 4-year player, has continued the longstanding success of Hotchkiss Field Hockey while at the helm. Since 2018, Coach Leonard has led the team to a record of 35-10-3. Her team added to the list of Founders League Championships in her first year as head coach, 2018. They have also been semi-finalists in the New England Class A Tournament in 2019 and 2021 and were finalists in 2018.
Coach Leonard currently has 12 former players playing at the collegiate level.