Answer: Cowles Mountain is the highest point in the city at 1,593 feet a prominent mountain within the city limits within Mission Trails Regional Park, in a neighborhood known as San Carlos, San Diego. The mountain is named after George A. Cowles, an early ranching pioneer in San Diego County. Its 1,593-foot (486 m) summit is the highest point in the city of San Diego. The main trail to the summit is a popular hiking destination taking hundreds of people per day to a 360-degree panorama of San Diego County. The hike to the top is 1.5 miles (2.4 km) long and an elevation change of about 950 feet (290 m). This trail is on the corner of Golfcrest Drive and Navajo Road. A much-less-used but maintained trail begins near the intersection of Boulder Lake Avenue and Barker way. This trail meets the main trail near the summit.