In 1923, the Cape Cod Baseball League was formed and included four teams: Falmouth, Chatham, Osterville, and Hyannis. This early Cape League operated through the 1939 season and disbanded in 1940, due in large part to the difficulty of securing ongoing funding during the Great Depression. Wareham was the first new team added to this league, joining for the 1927 season to bring the number of teams to five. In Wareham's inaugural 1927 season, the team finished with a respectable 17–18 record, good for third among the five clubs. Wareham was forced to drop out of the league for the 1929 season due to lack of funds, but returned to the league in 1930 and remained in the league through the 1932 season.