 He went on to make forty appearances and scoring two times in all competitions in his first season at Southend United.In the 2015–16 season, Weston started off away from the club after being called up by the national team squad in September.After this, it wasn't until on 6 October 2015 when he scored his first goal of the season, in a 3–0 win over Crawley Town in the first round of League Cup.