Greenfield Central High School was built in the late 2000s to accommodate Greenfield's rapidly growing population. Greenfield-Central High School also has undergone renovation in 2011. Michael's School also serves Greenfield, offering Pre-kindergarten through Grade 8. It is a private Catholic School that won the Blue Ribbon Award. Greenfield has a public library, a branch of the Hancock County Public Library. Businesses with headquarters and/or significant operations in Greenfield include:  Greenfield is currently in a sister city relationship with Kakuda, Miyagi Prefecture, Japan. Each year, a small group of high school students from Greenfield and Kakuda are chosen to travel to each sister city, respectively, and will stay with a host family for ten days, most expenses paid, thanks to local donations. The sister city program began in 1990 and continues today. Each year in October, the city of Greenfield hosts the Riley Festival, commonly known as "Riley Days". The intersection of State Road 9 and US 40 is closed, and the downtown courthouse square is filled with vendors and exhibitors.