The pass was long used by indigenous people, and lies on the boundary between the historical homelands of the
Northern Chumash and
Salinans. Sources disagree on whether the
Portolá expedition in 1769–1770 crossed the pass or found it impassible; however, soon afterwards, it was crossed by two expeditions led by
Juan Bautista de Anza in 1774 and 1775–1776. It later became part of
El Camino Real connecting the
Spanish missions of California. Although
stagecoach traffic used the trail from the 1840s, it remained rough, and passengers were advised to get out and walk in the steepest parts. In 1876 the city of San Luis Obispo funded the construction of an improved and smoother stagecoach road across the pass. '' at Horseshoe Curve, on the lower Cuesta Grade The
Southern Pacific Railroad line from San Francisco south through the Salinas Valley reached
Santa Margarita, near the top of the pass, in 1889, and a continuation of the line over the pass, connecting to San Luis Obispo, was completed in 1894. The construction of its original seven tunnels included the removal of a record of hand-drilled rock. One of the tunnels caved in, and was bypassed, in 1910. The tunnels were widened and reinforced with concrete in a long piecemeal process from 1940 to 1960. A fire in the summit tunnel in 1987 led to additional relining. In 1996, the Southern Pacific Railroad merged into the
Union Pacific Railroad. In 1914 the former route of the road from San Luis Obispo to the pass, on the west side of the canyon, was realigned to the bottom of the canyon, and widened to a full two-lane road. It was repaved in concrete in 1923, and named as part of U.S. Route 101 in 1926. In 1938, the highway was realigned again, to the east side of the canyon, and widened to four lanes; portions of the two older alignments can still be found. Another widening was made in 2004. ==References==