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Chaparral High School is the main continuation high school located in El Cajon, California for the Grossmont Union High School District (GUHSD). Currently GUHSD serves 24,456 students at 12 high schools. Located in the city of El Cajon, it provides an alternative educational setting for an average of 300 students, eighty of which are designated Special Education, in grades nine through twelve. Students at Chaparral are referred by the eleven comprehensive high schools in the District for reasons involving poor attendance, lack of academic success or behavioral issues. In addition, students may voluntarily elect to attend Chaparral. The student population changes as students are returned to their school of residence upon completion of their remediation and/or academic goals. Chaparral offers programs and services to supplement the basic education program. Some of these services include an incoming orientation, Special Education Program, extended day tutorials and Title I support. Chaparral High School teaches programs such as Anger Management, and many other programs that students can use to fit into their daily lifestyles.

Gillespie Field station is a Green Line station of the San Diego Trolley in the San Diego suburb of Santee, California. It is located across Marshall Avenue from Gillespie Field, a county airport which also contains an annex of the San Diego Air & Space Museum. It was ranked worst rail station in California in a 2015 UC Berkeley School of Law study, due to its sparse, unwalkable location and lack of ridership. Study co-author Elkind was quoted in the press, “I almost wondered if there was really a station out there or if we got the GPS wrong. It looked like cow pastures.”

ASTREA is an acronym for Aerial Support To Regional Enforcement Agencies, the air support unit of the San Diego County Sheriff's Department. ASTREA Base is located at Gillespie Field Airport (IATA: SEE, ICAO: KSEE) in El Cajon, California.

Gillespie Field (IATA: SEE, ICAO: KSEE, FAA LID: SEE) is a county-owned public towered airport 11.5 miles (10.0 nmi; 18.5 km) northeast of downtown San Diego, in El Cajon, San Diego County, California, United States.

Arnele Avenue station is a San Diego Trolley station served by the Orange and Green Lines in the San Diego suburb of El Cajon, California. It serves as the eastern terminus of the Orange Line. The station also has as a small park and ride that serves the surrounding residential community and also allows for access to a large commercial strip. Parkway Plaza, a major shopping mall, is within walking distance of the station.

The Fletcher Hills are a low mountain range in the Peninsular Ranges, in southwestern San Diego County, California.The name Fletcher Hills also refers to a neighborhood near San Diego, California which lies primarily in the city of El Cajon and partially in La Mesa. The area was developed in 1927–1928 by San Diego developer Ed Fletcher.

Santee Town Center station is a station on the Green Line of the San Diego Trolley, in the San Diego suburb of Santee, California. The station currently serves as the Green Line's northeastern terminus and serves as a major park and ride station. It is located inside a shopping center on the northeast quadrant of the intersection of Mission Gorge Road and Cuyamaca Street.

San Diego Christian College (SDCC) is a private, evangelical college in Santee, California, a suburb of San Diego. Founded in 1970, SDCC offers traditional, non-traditional, and graduate programs.

Bostonia is a neighborhood in San Diego County, California, comprising part of the northeastern portion of the city of El Cajon, as well as adjacent unincorporated areas of San Diego County. The portion of Bostonia that lies outside the El Cajon city limits is classified as a census-designated place (CDP) for statistical purposes by the United States Census Bureau. The population of the CDP was 15,379 at the 2010 census, up from 15,169 at the 2000 census.

Parkway Plaza is a shopping mall in El Cajon, California. The mall's anchor stores are Crunch Fitness, Dick's Sporting Goods, Ashley HomeStore, Bob's Discount Furniture, Burlington, Extra Space Storage, Walmart, Regal Cinemas, and JCPenney.

Grossmont College is a public community college in El Cajon, California. Its name originated with the silent film actor and producer William J. Gross, who was enticed by Ed Fletcher to invest in the purchase of land, part of which was called Grossmont. The campus sits in the Fletcher Hills community of El Cajon and is bordered by the cities of San Diego and Santee. Grossmont College along with Cuyamaca College make up what is the Grossmont-Cuyamaca Community College District. Grossmont is part of the California Community College System. Grossmont College is also home to Grossmont Middle College High School, where selected high school students can receive both high school and college credit for taking courses on campus. The newspaper for Grossmont College is The Summit. Its radio station is Griffin Radio.

Edgemoor Farm Dairy Farm was built as part of a dairy farm in 1913 in Santee, California. Edgemoor was part of a Spanish land grant to Maria Antonio Estudillo who married Miguel de Pedrorena, a native of Madrid. By the 1850s, through a variety of ways, individuals obtained portions of the grant and began to farm. Walter Hamlin Dupee purchased Edgemoor Farm in 1913 and built it into a national award-winning dairy farm, polo pony ranch and early tourist attraction. Such was his prominence that the Guernsey Breeders Association in 1921 called his place "the foremost authority and breeder in the U.S.", having given the most grand champions at this ranch founded by John and Walter Dupee. Dupee said, "I am interested in pure breeding stock, modern equipment, and scientific methods, which I place at the disposal of all dairymen". A series of personal setbacks and problems brought Dupee to sell Edgemoor to Godfrey L. Strobeck.