I do love finding photos of drive-in restaurants in Los Angeles from back in the day (aka 1930s through 1950s.) They all had such atmosphere and character, and I especially love the cupola on the roof. This one had a great location: 8801 Sunset Blvd in West Hollywood at the corner of Horn Ave, which put it in the middle of the Sunset Strip. Apparently that dark car at the far right is a 1939 Mercury, so I’m calling this circa early 1940s.
Gary H. said: “That was actually the first Simon’s drive-in. Opened in 1935. Became Dolores in 1945.”
John J. pointed out that this place could have been the inspiration for Mildred’s restaurant in Mildred Pierce. (1945)
This is roughly how that view looked in May 2024. That site is currently occupied by a Supreme clothing store, but for a long while it was home to the always busy Tower Records.