Head of the Trent is an annual regatta held on the historic Trent Severn waterway in Peterborough, Ontario. Participants race along the scenic Trent Canal and Otonabee River in a 5km head style race. The regatta draws competitors primarily from Ontario, Quebec, and the northern United States, with international clubs also participating on occasion. It is regarded as one of the premier events for fall rowing in the region. Over 2,000 athletes in over 600 boats race throughout the regatta.

The regatta will run for two days to accommodate the growth and interest in this fall celebration. The regatta coincides with Trent University’s homecoming celebrations, and provides a unique atmosphere of spectators, festivities and activities. Crews are often cheered along by revellers at the finish line and some of the more narrow portions of the course. This year's regatta will be held from Saturday, September 30th to Sunday, October 1st, 2023. The registration period for the regatta will run to Friday September 20th at noon.