In June 2008 Reading Town moved across leagues to join the Premier Division of the Hellenic Football League. The first season in the new league saw the club finish eighth, and win the Berks & Bucks Senior Trophy again, when they beat Newport Pagnell Town in the final 2–0. The next season saw the club become runners-up of the Hellenic League Floodlit Cup and the Berks & Bucks Senior Trophy, but gained some consolation by winning the Southern Combination Cup for the first time.