Gregory-Portland High School is a high school in Portland, Texas, and is a part of the Gregory-Portland Independent School District in southeastern San Patricio County. In addition to Portland, the school also serves the city of Gregory as well as the census-designated place of Tradewinds. The new Gregory-Portland High School was completed in the fall of 2002, and is physically large enough for a student population of 2,400 (UIL 6A).

Gregory-Portland has been noted as a:

For the 2024-2026 biennium, the Wildcats compete in UIL 5A Div 2 District 14 for football, and 5A District 29 for all other sports.