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The indigenous peoples that resided in what is now San Bernardino County were primarily the Taaqtam (Serrano) and ʔívil̃uqaletem (Cahuilla) peoples who lived in the San Bernardino Valley and the San Bernardino Mountains; the Chemehuevi and the Kawaiisu peoples who lived in the Mojave Desert region; and the 'Aha Makhav (Mohave) and the Piipaash (Maricopa) peoples who lived along the Colorado River. These groups established various villages and settlements throughout the region that were interconnected by a series of extensive trails.
Wa'aachnga was a major Tongva village site, also occupied by the Serrano and Cahuilla, located near what is now the city of San Bernardino. The village was part of an extensive trade network along the Mohave Trail that connected villages in San Bernardino County from the Colorado River to the Los Angeles Basin. Wá'peat was a Desert Serrano village located near what is now the city of Hesperia. It was part of a series of villages located along the Mojave River. By the late 1700s, villages in the area were being increasingly encroached upon by Spanish soldiers and missionaries, who were coming into the region from Mission San Gabriel.
Spanish Missionaries from Mission San Gabriel Arcángel established a church at the village of Wa'aachnga, which would be renamed Politania in 1810. Father Francisco Dumetz named the church San Bernardino on May 20, 1810, after the feast day of St. Bernardino of Siena. The Franciscans also gave the name San Bernardino to the snowcapped peak in Southern California, in honor of the saint and it is from him that the county derives its name. In 1819, they established the San Bernardino de Sena Estancia, a mission farm in what is now Redlands.
Following Mexican independence from Spain in 1821, Mexican citizens were granted land grants to establish ranchos in the area of the county. Rancho Jurupa in 1838, Rancho Cucamonga and El Rincon in 1839, Rancho Santa Ana del Chino in 1841, Rancho San Bernardino in 1842 and Rancho Muscupiabe in 1844.
Agua Mansa was the first town in what became San Bernardino County, settled by immigrants from New Mexico on land donated from the Rancho Jurupa in 1841.
Following the purchase of Rancho San Bernardino, and the establishment of the town of San Bernardino in 1851 by Mormon colonists, San Bernardino County was formed in 1853 from parts of Los Angeles County. Some of the southern parts of the county's territory were given to Riverside County in 1893.
In the 1980s, Northern San Bernardino County proposed to create Mojave County due to the abysmal service levels the county provided. Ultimately, the vote for county secession failed. The proposed county was from the Cajon Pass to the city of Needles.
In 1998, County administrator James Hlawek resigned after being subject to an FBI investigation for bribery, but only after Harry Mays, county Treasurer-Tax Collector Thomas O'Donnell, County Investment Officer Sol Levin and three businessmen had agreed to plead guilty to federal bribery charges.
In 2004, County Supervisor Geral Eaves Pleaded guilty to bribery for accepting gifts from businesses for allowing billboards on county land.
From 2004 to 2016, the county was embroiled in a corruption scandal over the Colonies housing development in Upland with real estate developer Jeff Burum. The scandal resulted in $102 million being paid to Burum's real estate company. Supervisor Bill Postmus pleaded guilty to 10 felonies in regard to his previous post as county assessor. In 2020, Burum sued the county again and the county reached for a $69 million settlement. 2022, the county's insurance company, Ironside, balked at paying the settlement, claiming that the county willfully "retaliate[d] against the Colonies II Plaintiffs as part of a decades-long dispute over land and water rights in Upland, California, culminating in a malicious prosecution of Burum."
In 2020, voters approved Measure K, which limited county supervisors to one term instead of three, while reducing pay from 250 thousand dollars to 60 thousand dollars. County Supervisors appealed the decision, only to lose in the state's appeals court. By 2022, term limits were restored and pay was restored to 80% of the annual base compensation for San Bernardino Superior Court judges under a supervisor lead ballot measure.
In 2022, The Board of supervisors were pushed by a major supervisor campaign contributor Jeff Burum to vote for secession from the State of California to form the state of Empire.