I was born in 1969, so I can't give an observer's view, but this documentary on 1968 gives a compelling overview of most of the societal issues that came to a head in 1968 and explain a lot of the shifts that followed.
https://www.cnn.com/shows/1968. I think Mad Men and its storylines are a fascinating dramatized overview of the era. I love the cars and music of the 1960's, but that era has been candy-coated in how it is remembered and recycled for us. Reading books like RFK's biography published during the era before the mythology built up is helpful to provide context for more recent retrospectives.