Woodstock.
Everytime I watch it, I catch something different. I really like how sharply some of these kids dressed for an outdoor concert. Shirts tucked in, sta-prest trousers, the like. I suppose you can watch the film and tell the kids who are straight lace from those who aren't... and both seem to be 10x more stylish than their modern day festival film counterparts.
My roomate had the 'Woodstock', 'Coachella' and 'Bonaroo' dvds... it seems to me the woodstock crowd... even the unkempt ones who don't give a shit look better than their super hipster modern counter parts.