| | Winston, OR | Prineville, OR | United States |
| Population | 5,591 | 10,611 | 329,725,481 |
| Female Population | 52.0% | 50.9% | 50.5% |
| Male Population | 48.0% | 49.1% | 49.5% |
| Median Age | 35.3 | 40.9 | 38.4 |
| space3 | | | |
| Population - 2010 | 5,370 | 9,209 | 309,327,143 |
| Population - 2000 | 4,613 | 7,356 | 285,036,114 |
| Population - 1990 | 3,773 | 5,355 | 251,960,433 |
| Pop. 2000 to Now | 20.1% | 53.7% | 15.6% |
| Pop. 1990 to Now | 46.9% | 111.1% | 30.8% |
| space4 | | | |
| Population Density | 2,113.8 | 843.4 | 93.4 |
| Land Area | 2.6 | 12.6 | 3,531,905.4 |
| Water Area | 0.0 | 0.0 | 264,836.8 |
| space | | | |
| Est. Total Population By Age | | | |
| | Winston, OR | Prineville, OR | United States |
| Age 0 to 4 | 5.2% | 5.2% | 5.9% |
| Age 5 to 9 | 11.4% | 5.8% | 6.1% |
| Age 10 to 14 | 6.5% | 7.2% | 6.6% |
| Age 15 to 17 | 5.2% | 3.4% | 3.9% |
| Age 18 to 20 | 5.9% | 2.3% | 4.0% |
| Age 21 to 24 | 3.3% | 3.8% | 5.2% |
| Age 25 to 34 | 12.1% | 12.3% | 13.8% |
| Age 35 to 44 | 14.5% | 14.9% | 12.9% |
| Age 45 to 54 | 8.2% | 12.6% | 12.6% |
| Age 55 to 59 | 4.3% | 4.2% | 6.7% |
| Age 60 to 64 | 5.5% | 8.5% | 6.3% |
| Age 65 to 74 | 10.5% | 12.9% | 9.6% |
| Age 75 to 84 | 4.5% | 5.3% | 4.5% |
| Age 85 and over | 3.1% | 1.7% | 1.9% |
| space1 | | | |
| Race | | | |
| | Winston, OR | Prineville, OR | United States |
| White | 76.6% | 79.8% | 59.4% |
| Black | 0.2% | 0.3% | 12.2% |
| Asian | 0.6% | 0.4% | 5.6% |
| Native American | 0.7% | 2.9% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.5% | 0.2% |
| Other | 0.0% | 0.0% | 0.4% |
| Two or More Races | 4.2% | 3.1% | 3.2% |
| Hispanic | 17.7% | 12.9% | 18.4% |
| space2 | | | |
| Marriage & Family | | | |
| | Winston, OR | Prineville, OR | United States |
| Married Population | 52.9% | 55.3% | 49.8% |
| Currently Married | 51.3% | 52.6% | 48.0% |
| Married but Separated | 1.6% | 2.7% | 1.8% |
| Single Population | 47.1% | 44.7% | 50.2% |
| Never Married | 24.9% | 23.1% | 33.8% |
| Divorced | 13.4% | 13.5% | 10.8% |
| Widowed | 8.9% | 8.1% | 5.6% |
| space5 | | | |
| Household Size | 2.78 | 2.32 | 2.60 |
| Households | 1,999 | 4,522 | 124,010,992 |
| Family Households | 1,294 | 2,923 | 80,755,759 |
| Married couple, w/children | 44.4% | 23.0% | 30.5% |
| Married couple, no children | 38.2% | 48.2% | 42.9% |
| Non Family Households | 705 | 1,599 | 43,255,233 |
| Single householder, w/children | 10.8% | 18.5% | 15.8% |
| Single householder, no children | 6.6% | 10.3% | 10.8% |