Winslow Public Schools has three public schools in two buildings in town. There was a private Catholic grammar school (St. John's) until 2020, when it closed due to declining enrollment. Winslow High School, completed in 2008, is a $9,000,000 renovation project. A second renovation project, adding a junior high wing and band room, plus expanding a gym and cafeteria was completed in 2020.. Winslow Elementary School houses grades PK-6. The middle school houses grades 7-8. The high school houses grades 9-12. There is no college.