Pennington's tennis program dates back to the mid-nineteenth century. The tennis courts, for many of those early years, were located behind the home and garden of the Head of School; today’s courts sit prominently on the front corner of campus at Green Street and Delaware Avenue. Consistently competitive, the program has had seasons of brilliance over the years, including the impressive feat of winning 42 consecutive matches and amassing a record of 44 wins and one loss over the last five seasons. During this five year stretch, Pennington's teams won three New Jersey Independent Schools Athletic Association’s Prep B division team championships.  Also during this five year stretch, the Red Hawks saw eight players capture individual Prep B singles titles and seven individual County championship titles. These teams brought home impressive second, third, and fourth place finishes at the county championships which included much larger schools. Coach Palumbo has been recognized as NJ.Com's Coach of the Year.  Nine of Pennington's players from this five year stretch have gone on to play college tennis. The School, which also offers a junior varsity tennis program, has five courts as well as access to local indoor courts if needed.