Hewitt also had a long involvement with horse racing. In the early years of the 20th century, he arranged discount prices for train rides from Toronto to the Fort Erie Race Track that drew hundreds of passengers and ran daily, at their peak. Starting in 1917, he was a track steward, and in 1937 became presiding steward on the Incorporated Canadian Racing Association. Hewitt held that position until the ICRA was replaced by the Ontario Racing Commission in 1951. He then served as a senior official of the ORC until his retirement.