Tom Hanks drives a 1930 or 31 Buick, Paul Newman's character is chauffeured in a Pierce Arrow.
Along the way, they have a couple scenes in roadside diners, 1920s palace architecture hotels, etc.
It's a bit of a dark movie, but the story is pretty good, the casting is phenomenal. The end is incredible. I haven't seen it since it was first released, in 2002, because it's a dark movie, and I rarely see those more than once. In this case, I was reminded a couple weeks ago, I can't recall why, it was probably due to the actors in it.
When you can find Paul Newman, Tom Hanks, Daniel Craig, Jude Law, and Stanley Tucci in one movie, it's not to be missed, especially whens it's flooded with original cars from 1925-1931
And I found a website that takes dozens of screen shots of a movie, https://film-grab.com/2011/01/16/road-to-perdition/#