Highwood Park covers 8.0 acres at 4200 Parks Avenue in La Mesa's Casa de Oro area, with a capacity of 500 guests and a 42-car parking lot serving the 91941 ZIP code. The park is home to The Club Teen Center, operated by the Boys and Girls Clubs of East County, providing after-school programming for middle- and high-school-age youth on the same Avocado Boulevard corridor where Dark Horse Coffee Roasters anchors the neighborhood's walkable retail. Resurfaced courts now support basketball, pickleball, and tennis with new nets and fencing, and the park serves as the starting point for La Mesa's Urban Walking Trails Challenge—a red-marked 3.5-mile advanced walking route through the Casa de Oro hills. Shaded picnic areas with barbecue grills, a tot lot with slides and climbing structures, and benches round out the recreational infrastructure on the Avocado Boulevard side of La Mesa. Endurance athletes in the Casa de Oro and Mt Helix corridors combine the Challenge trail with structured barbell programming at CrossFit La Mesa, integrating outdoor hill work with gym-based strength training. Court maintenance requires non-marking athletic shoe policies, scheduled resurfacing cycles for acrylic sport surfaces, and net-tension calibration across four pickleball and two tennis courts.