The Westover tennis program has had great successes in the past, going undefeated in 2001 and capturing CISAC League Championships in 2006, 2007, 2008 and 2009. The 2008 Wildcats garnered their first invitation to the Girl's New England Preparatory Tennis Tournament played at Milton Academy, and earned an 11th place finish against New England’s top teams. In 2009, Westover was again represented in the New England Tournament. The 2015 season saw much success, with the Wildcats capturing the CISAC title.
Westover broke ground in September 2008 on a beautiful new outdoor tennis complex with seven new courts which were dedicated during the April 2010 Centennial Weekend.
The Westover tennis program is built around hard work and dedication. In the past the team has taken training trips to San Diego and Miami during spring break. The 2017 the team will look to continue to boast successful seasons, under senior leadership of Abby Hodson, Jenna Gleason, Anna Paolucci, Morgane Pichard, and Sofia Syrovatskya.