Gary C. Contessa (born c. 1957 in Merrick, New York) is an American horse trainer in the sport of Thoroughbred horse racing. He became a professional trainer in 1984.
From 2006 through 2008, Gary Contessa led all New York Racing Association (NYRA) trainers in wins. In 2007 he set a record with 159 NYRA wins. He was the New York Racing Association, Trainer of the Year in 2006 and 2007.