Kewaskum HS offers a wide variety of activities, clubs, and sports.

Kewaskum is a member of the East Central Conference and is predominately known for football.

Since the new conference began in 2015, Kewaskum has been back to back conference champions in 2015 and tri-conference champions in 2016 along with the Berlin High School and Plymouth High School.

From 2005 to 2017 the Indians made the WIAA Division III playoffs 13 consecutive seasons, including once going to the Level 4 playoff game against Waupaca High School in 2008.

Every year, the Campbellsport Cougars and Kewaskum Indians battle for the "Kettle Moraine Bowl" during the football season.