Wollaston played for Wanderers in the inaugural FA Cup Final in 1872 and scored in the second half of the 1873 final. In all he won five winner's medals, the first player to achieve this feat. Arthur Kinnaird, James Forrest and Patrick Vieira are the only other players with five FA Cup winning medals, and all of them are only bettered by Ashley Cole, who has won the FA Cup six times, beating the record in 2010. In Wanderers' 1874 FA Cup first round match against Farningham, Wollaston scored four goals in a 16–0 victory for Wanderers; the match was Wanderers biggest ever win. Wollaston had previously scored hat-tricks in 1872 against Clapham Rovers and in 1873 against Civil Service.