[1] Hewitt played for Middlesex's Second XI from 1994 before making his senior debut for the club in the Sunday League.
[2] He made his County Championship debut against Gloucestershire in May of the same year, taking a wicket with his first ball.
[2][4] He was considered a "richly promising seamer" and took 60 wickets for the county in 1997, although his bowling form was thought to have "declined alarmingly" after 1998.
[1][5] He took 170 first-class wickets for the county,[2] his finest moment was taking 6/14 when he and Angus Fraser bowled out Glamorgan for 31 all out at Sophia Gardens in 1997.
[4][7] At the end of the 2001 season Hewitt did join Kent on a two-year contract, playing for the county during 2002 and 2003.