Joining the Greater Hartford Softball League for the first time, Conway Stoughton enjoyed great success. After finishing tied for third out of 16 teams during the regular season, the firm went on a tear during the playoffs, reaching the championship game which was to be played against Halloran & Sage, another Hartford firm. Unfortunately, due to weather issues, the championship game was delayed and the firms were named co-champions for the 2014 season. The softball team will be back at it again next year, seeking to defend its title.