Try to rent The Trouble with Angels. I was 13 when the movie came out in '66 and went to a similar school. Girls and women wore 'traveling suits' when they went somewhere. They didn't just put on a pair of jeans and a sweat shirt. I wore white gloves for Sunday and dress up.
Obviously no iPods, but I had a transistor radio that swung from the handlebars of my bike. Even a big city newspaper like the Washington Star had a teen section where kids could talk about music and girls signed their letters to the section 'the future Mrs. Paul McCartney' and such.
In the movies, people smoked a lot and ate red meat. On tv, children and teens respected their parents. Looking at some of the classic tv now, I see that the problems kids got into back then are similar to all kids, I don't really see a lot of sugar-coating. I think the difference is the tv shows didn't talk about difficult problems such as teen pregnancy, etc. The kids who smart-mouthed adults or weren't generally well-behaved were pointed out as the exception, not the role model.
For a more urban view, check out Cooley High, made in the 70s but about the mid 60s. Good film.
Oh yeah, we dressed up in Sunday best to go on an airplane! Or even to go to the airport, because it was mainly well-to-do people who traveled very frequently by air and we needed to fit in.