King Gillette Ranch

Walk across the grounds of the scenic King Gillette Ranch in Calabasas as the Santa Monica Mountains hideaway is illuminated with thousands of hand-carved jack-o’-lanterns. (Fun fact: Calabasas has a pumpkin-filled history—it’s actually named after the Spanish word for the gourd: “calabaza”.) Night of the Jack returns with an on-foot, mile-long trail this year, plus live pumpkin-carving, food trucks and a “Spookeasy,” too.  For 2025, the family-friendly Night of the Jack promises its biggest season yet, with new themed environments and multisensory experiences that make use of projection mapping.  Timed tickets are required each night. As is the case with all similar experiences, they’re not cheap and fluctuate ($29–$63) depending on the day of the week and time of night. Expect to spend an hour to an hour and a half there, though that could double on weekends (and closer to Halloween) when the entry crowds and food truck lines tick up.