Cumberland High School can refer to:
- In the United States
- Cumberland High School (Illinois) in Toledo, Illinois
- Cumberland High School (Rhode Island) in Cumberland, Rhode Island
- Cumberland High School (Virginia) in Cumberland, Virginia
- Cumberland High School (Wisconsin) in Cumberland, Wisconsin
- Cumberland County High School (Kentucky) in Burkesville, Kentucky
- Cumberland County High School (Tennessee) in Crossville, Tennessee
- Cumberland Regional High School in Seabrook, New Jersey
- Elsewhere
- Cumberland High School (Carlingford) in Carlingford, Australia
- Cumberland High School, Jamaica in Portmore, Jamaica
- Cumberland High School (Cumberland, British Columbia) Canada
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