Winston Churchill High School may refer to a number of schools, all named after Winston Churchill, who was Prime Minister of the United Kingdom from 1940 to 1945 and from 1951 to 1955.

• Winston Churchill High School (Lethbridge), Alberta
• Sir Winston Churchill High School, in Calgary, Alberta
• Sir Winston Churchill Secondary School (Vancouver), British Columbia
• Churchill High School (Winnipeg), Manitoba
• Winston Churchill Collegiate Institute (Winston Churchill CI, WCCI), in Scarborough, Toronto, Ontario
• Sir Winston Churchill Collegiate & Vocational Institute, in Thunder Bay, Ontario
• Sir Winston Churchill Secondary School (Hamilton, Ontario)
• Sir Winston Churchill Secondary School (St. Catharines), Ontario

• The Winston Churchill School, Woking

• Winston Churchill High School (Potomac, Maryland)
• Winston Churchill High School (Livonia, Michigan)
• Winston Churchill High School (Eugene, Oregon)
• Churchill Area High School, in Churchill, Pennsylvania
• Winston Churchill High School (San Antonio), Texas

• Churchill School (Harare)

• Lycée International de Londres Winston Churchill
• Churchill College, Cambridge
• Churchill Public School (disambiguation)
• Churchill School, in Baker City, Oregon
• Winston Churchill (disambiguation)

This disambiguation page lists articles about schools, colleges, or other educational institutions which are associated with the same title. If an internal link led you here, you may wish to change the link to point directly to the intended article.