I know Ian had an OT Plymouth built, but haven't dug into the other guy's car tastes! The '39 is a nice ride, but don't recognize it. Pics appear to be 60s to 70s.
Neat car. Hope it's still around. If it is and the current owner retained that interior, the most likely paint color would be red or black... Looking at the roof shapes of the cars in the background, the newest looks to be 1965ish. The bowling alley was built in 1961: "Willow Grove Park Bowling Lanes was part of the larger Willow Grove Amusement Park. The Bowling Lanes were built in 1961 and had 116 lanes, which was then the largest bowling alley in the world. They had 3 restaurants and even a nursery for the kids inside".