Lakeside was founded in 1886 when 6,600 acres of land surrounding the naturally occurring Lindo Lake were purchased by the El Cajon Valley Land Company, who immediately began to promote the new land as a town and built an 80-room Victorian-style inn, the Lakeside Hotel, at a cost of $50,000 (approximately $1,220,000 today). Three years later, in 1889, Lakeside became connected to the railroad system, and small businesses began to spring up, firmly establishing Lakeside as a bustling community.
During the middle of the 20th century, Lakeside was home to significant Native American, Spanish-speaking and Filipino populations. Many social and service groups are very active in Lakeside including VFW, Elks, Optimist, Soroptimist, 4-H, FFA, Boys and Girls Club, Boy Scouts, Girl Scouts, United States Naval Sea Cadet Corps, youth soccer, baseball and football leagues, and the Cactus Park BMX track. The U.S. Navy maintains two large housing sites for military dependents in the town. Today, protection of the town’s history falls to the Lakeside Historical Society, which works primarily to retain and preserve the buildings in the historic former downtown along Maine Avenue, now removed from the central business hub.
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